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Synthetic Data Pipelines

A judge score of 9/10 and a passing generated test can still admit a duplicate or a wrong answer. Gate synthetic rows before they become training data.

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A candidate response scores 9/10 from an LLM judge and passes its own generated unit test. Is that enough to admit it? Check what those two signals leave unanswered: the response might repeat an existing example, copy an evaluation item, or pass a test that asserts incorrect behavior. Hold it until the remaining checks are complete.

Synthetic post-training data can target gaps that your current dataset doesn't cover: tool arguments, API edge cases, or hard instruction-following tasks. Steer a generator with reviewed examples and source material, check its outputs, and track which rows actually improve the trained model. Some tasks support execution tests; others need references or human judgment. A documented admission policy makes these decisions inspectable, without turning them into a guarantee of quality.

If a generator invents both a function and the only test that approves it, a pass shows agreement with that test, not independent correctness. Keep trusted and verifier code outside its write permissions. Separate development checks from evaluation suites reserved for release decisions. The Python 3.12 cells below exercise local admission mechanics with hand-written strings, invented embeddings, and fixed votes. They don't call a generator or judge API, train a model, or establish a production cost.

Why generate data if real text already exists?

Epoch's June 2024 forecast put training datasets near the available public-human-text stock between 2026 and 2032, conditional on continued scaling trends.[1] That's neither a confirmed exhaustion date nor a claim that reading text consumes it permanently. Epoch's September 2025 assessment judged the possible data bottleneck surmountable, with synthetic data among the options. Your post-training project needn't wait for any global “data wall.” It may still lack enough reviewed examples of its own difficult cases.

Generation can propose those missing cases. Public text also contains useful code, explanations, and documentation; the issue is coverage, rights, and quality for the chosen task. Candidate targets include:

  • Complex instruction following with multi-variable constraints
  • Rigorous unit test fixtures and regression suites for backend code
  • Precise tool-use calling sequences with structured JSON schemas
  • Safe refusal dialogues that resist adversarial prompt injection

Recursive training can amplify distribution errors. Shumailov et al. show tail loss and later degeneration in mathematical settings and experiments across model families.[2] A finite generated sample can omit rare events; later models may reproduce that omission. The result isn't a theorem that every synthetic-data recipe must collapse. Data retention, sampling, filtering, model fitting, and external information change the setting.

autophagous-collapse.txt
Illustrative Replacement Failure (Model Collapse):
  Base Model M0 ──> Synthetic Data D1 ──> Train M1 ──> Synthetic Data D2 ──> Train M2
                         │                                    │
                         ▼                                    ▼
                (Rare events may be lost)          (Errors can compound)

Retained-Data & Verification Loop (Mitigation to Evaluate):
  Reviewed Real Data ──┐
                       ├──> Admission Checks ──> Accepted Shard ──> Train M_next
  Synthetic D_gen    ──┘    (Task-specific evidence)

Retain useful real data and inspect both common and rare task slices. Gerstgrasser et al. find that accumulation avoids collapse in their tested settings and bounds error in an idealized linear-regression analysis.[3] Their result isn't a universal 10% human-data rule, and their accumulated synthetic data needn't be externally verified. Verification addresses some correctness failures; it doesn't certify distribution coverage.

Seed curation: anchor the distribution in human intent

A reviewed seed pool gives the generator concrete examples of the task, output format, and domain boundaries. Its size depends on coverage and the generation method; 150–200 isn't a required interval. Grounded documents, environment states, or existing task data can also supply starting points. Review seed errors and missing categories before amplifying them, without assuming that human authorship makes a row correct.

Two authored seed specifications give the local fixtures their intended domain:

Seed IDDomainBase InstructionTarget Output Contract
human-004Backend AuthWrite a pytest regression test for expired API tokens.Timezone-aware UTC clock fixture, assert rejection before permission checks, verify audit events.
human-011API DocumentationAnswer an API pagination question using only the supplied docs.Exact parameter bounds (page_size <= 100), cursor iteration, bounded backoff on HTTP 429.

Every synthetic row must declare its lineage, assigned slice, generation tactic, and source seed from the moment it's spawned. Reconstructing that provenance after training is guesswork. The fields let a later run trace a mixture, or a bad generator, back to the rows it produced.

validate_candidate_contract.py
from dataclasses import dataclass, asdict
import json

@dataclass(frozen=True)
class Candidate:
    row_id: str
    seed_id: str
    tactic: str
    data_slice: str
    instruction: str
    response: str
    generator: str

def validate(row: Candidate) -> None:
    for value in asdict(row).values():
        if not isinstance(value, str) or not value.strip():
            raise ValueError("candidate fields must be nonempty strings")
    if row.seed_id not in {"human-004", "human-011"}:
        raise ValueError("unknown seed")
    if row.tactic not in {"self_instruct", "add_constraint", "edge_case", "multi_step", "red_team"}:
        raise ValueError("unknown tactic")
    if row.data_slice not in {"standard", "red_team"}:
        raise ValueError("unknown slice")
    if (row.tactic == "red_team") != (row.data_slice == "red_team"):
        raise ValueError("red-team tactic and slice must agree")

row = Candidate(
    row_id="synth-0007",
    seed_id="human-004",
    tactic="edge_case",
    data_slice="standard",
    instruction="Write a pytest fixture for timezone-aware token expiry.",
    response="Freeze the clock in UTC and assert expired tokens are rejected before permission checks.",
    generator="fixture-generator-v1",
)
validate(row)
print(json.dumps(asdict(row), sort_keys=True))
Candidate row contract
{"data_slice": "standard", "generator": "fixture-generator-v1", "instruction": "Write a pytest fixture for timezone-aware token expiry.", "response": "Freeze the clock in UTC and assert expired tokens are rejected before permission checks.", "row_id": "synth-0007", "seed_id": "human-004", "tactic": "edge_case"}

The dataclass supplies named fields; Python annotations don't enforce their types at runtime. The explicit validate function checks the declared strings, seed IDs, tactics, and slices. It doesn't authenticate provenance. Record actual sampling parameters, model identifiers, and prompt revisions separately. A remote API may not expose a weights hash or provide reproducible seeded output. Assign seed families to splits before generation and keep descendants together; also inspect overlap between different families.

Self-Instruct: grow task coverage from seeds

Self-Instruct bootstraps a broad instruction dataset by prompting a language model to invent new tasks based on in-context demonstrations drawn from the seed pool. Wang et al. (2023) demonstrated this mechanism by starting with 175 human-authored tasks, iteratively generating new instructions and instances, and applying ROUGE-L overlap filtering to discard near-duplicates.[4] Their pipeline expanded 175 seeds into 52,445 filtered, diverse instructions.

The original paper's cycle distinguishes these operations:

  1. Use eight task instructions as demonstrations: six human-written and two previously generated in the reported recipe.
  2. Prompt the generator model to formulate a new, plausible task instruction.
  3. Identify classification versus non-classification, not whether an extra input field is required.
  4. Generate instances, using output-first generation for classification tasks to reduce label skew and input-first generation for the others.
  5. Filter instructions with ROUGE-L similarity below 0.7 against the existing pool, and apply the paper's instance heuristics. MinHash is an alternative you could evaluate, not the reported filter.

Use this recipe as a historical reference. Choose demo counts and overlap thresholds for your task. Prompting can produce many variants of a narrow task without adding useful coverage, so track the categories and difficulty you intended to generate and inspect the resulting instances. What if they remain easy copies of the seeds?

Evol-Instruct: make each task more demanding

Self-Instruct can fill a pool with many near-copies of the seed tasks. Evol-Instruct rewrites the instruction so the task itself gets harder. WizardLM (Xu et al., 2023) does that along two axes: in-depth evolving and in-breadth evolving.[5]

The paper lists five in-depth operations. Their task-specific forms could look like:

  • Add constraints: Introduce operational restrictions ("the test must run asynchronously, use strict type annotations, and execute in under 10 milliseconds").
  • Deepen the task: Add a more demanding requirement ("explain which check must reject a revoked token and why").
  • Concretize abstractions: Replace generic requirements with domain-specific implementations ("instead of checking generic tokens, validate OAuth2 Bearer tokens with JWT claims and RSA signatures").
  • Increase reasoning steps: Add dependencies ("create the expiry fixture, call the middleware, then verify the audit event").
  • Complicate inputs: Provide edge-case inputs ("test a token that expires at the exact microsecond of evaluation when the server clock source is naive UTC").

In-breadth evolving proposes a different task to broaden topic and skill coverage; it isn't mathematically orthogonal or necessarily confined to the same domain. For this assistant, you might request an IP-rate-limiting middleware or an HMAC signature validator. Check coverage rather than assuming a rewrite prevents overfitting.

evol-instruct-taxonomy.txt
Base Seed ("Write token regression test")
  │
  ├── In-Depth: Add Constraints ("Async, UTC clock fixture, check audit log")
  ├── In-Depth: Deepen Reasoning ("Multi-turn auth handshake failure flow")
  ├── In-Depth: Edge Case ("Token expiring at exact current microsecond")
  └── In-Breadth: Domain Expansion ("HMAC webhook signature validation")

WizardLM's historical eliminator uses information-gain judgments, a short-response “sorry” heuristic, punctuation/stop-word-only responses, and copied evolution scaffolding. Those rules aren't correctness proofs. In a safety dataset, a proper refusal may be the desired answer; blindly banning a phrase would remove useful examples.

schedule_evolution_tactics.py
seed = "Write a regression test for expired API tokens."
tactics = {
    "add_constraint": lambda text: f"{text} Use a UTC clock fixture and assert the auth layer rejects first.",
    "edge_case": lambda text: f"{text} Cover a token that expires exactly at the current second.",
    "multi_step": lambda text: f"{text} First create the fixture, then call the middleware, then assert the audit log.",
}

scheduled = [
    {"seed_id": "human-004", "tactic": tactic, "instruction": rewrite(seed)}
    for tactic, rewrite in tactics.items()
]

assert {row["tactic"] for row in scheduled} == set(tactics)
for row in scheduled:
    print(f"{row['tactic']}: {row['instruction']}")
Evolution tactic schedule
add_constraint: Write a regression test for expired API tokens. Use a UTC clock fixture and assert the auth layer rejects first.
edge_case: Write a regression test for expired API tokens. Cover a token that expires exactly at the current second.
multi_step: Write a regression test for expired API tokens. First create the fixture, then call the middleware, then assert the audit log.

These lambdas only schedule three authored rewrites; they don't run Evol-Instruct or measure difficulty. A longer instruction can be redundant, impossible, or wrong. Verify feasibility and target answers, then compare task gains after training.

Grounded execution: test the claims you can execute

Prose review can identify errors, but executable checks add evidence about specified behavior. A generator may produce plausible broken code or a weak test that passes it. Test independence and coverage matter as much as a green result.

Different verifiers establish different facts:

  • Parsers, linters, and type checkers: They inspect syntax or selected static properties. Coverage depends on the language, rules, and configuration; run the program to check imports and runtime behavior.
  • Execution tests: Trusted cases check observed behavior. A test runner isn't a sandbox; configure isolation, resource limits, and network policy separately.
  • Symbolic solvers: They check formalized expressions or constraints under declared assumptions. An incorrect translation of the task can still produce a misleading answer.

Phi-1 illustrates data curation. Its paper reports about 6B filtered code-language tokens, under 1B synthetic textbook tokens, and roughly 180M exercise tokens for fine-tuning. The 1.3B model's reported HumanEval is 50.6%.[6] Dataset inventory differs from repeated training exposure. Interpret this 2023 result within its evaluation and training recipe; it does not isolate the effect of tests.

Llama 3's execution-feedback method produced about one million coding dialogues using static checks and generated tests in containers. The report says about 20% of solutions were initially incorrect and self-corrected. Crucially, the model could revise the solution or its tests, and the authors explicitly don't ensure complete correctness.[7] Passing all configured checks admitted a dialogue to (SFT); that isn't equivalent to passing independent trusted tests.

Orca reports improvements from learning teacher explanation traces in its tested tasks.[8] The experiment measures task outcomes, not inference throughput. Generated explanations also need behavioral checks. Review observable intermediate claims and final answers without treating length as evidence of validity.

Calibrated LLM judges: position stability over prose polish

Deterministic verifiers excel on executable code and formal math, but open-ended instruction following, API documentation answers, and stylistic adherence require semantic judgment. This is where LLM-as-a-judge systems enter the pipeline.

Zheng et al. (2023) studied several judges on MT-Bench and Chatbot Arena:[9]

  1. Position bias: Some decisions depend on answer position or assistant names; a judge needn't always prefer the first answer.
  2. Verbosity bias: Irrelevant added length can influence a judgment, with susceptibility varying across tested judges.
  3. Possible self-enhancement: Some judges favor their own outputs, but the paper says its data can't establish this bias conclusively. Don't present that uncertainty as a universal model-family preference.

A conservative policy checks order reversal:

  1. Present the pair in forward order (A, B) and record the winning candidate.
  2. Present the exact same pair in reversed order (B, A) and record the winning candidate.
  3. Keep a win only if the same response wins both presentations and other admission checks pass. Otherwise record a tie, abstention, or audit decision under your policy.

Order agreement tests stability, not correctness. Both orders can approve the same wrong answer, and one disagreement can reflect stochastic variation or a close pair rather than establish systematic position bias. Use reference-backed criteria where possible, test padding and prompt-injection cases, and calibrate on the task. A binary or short ordinal rubric can clarify decisions, but doesn't by itself eliminate verbosity bias.

Two fixed-vote comparisons keep response identity attached to color while left and right positions swap. For unsafe-tool-refusal, the judge selects left in the forward order and right after reversal, selecting response A twice. For verbose-answer, it selects left in both orders, changing the winner from A to B; the example withholds admission for audit. These supplied votes illustrate position-to-identity remapping.
Track the response identity through the swap. The first supplied pair keeps A as winner; the second changes from A to B, so this policy sends it to audit.

The labels A and B identify two hypothetical responses. Their text isn't judged in this cell; fixed votes test the remapping of positions to response identities.

require_order_stable_preference.py
def canonical_winner(forward: str, reversed_order: str) -> str:
    if forward not in {"left", "right"} or reversed_order not in {"left", "right"}:
        return "audit"
    forward_winner = "A" if forward == "left" else "B"
    reverse_winner = "A" if reversed_order == "right" else "B"
    return forward_winner if forward_winner == reverse_winner else "audit"

judgments = [
    {"pair": "unsafe-tool-refusal", "forward": "left", "reversed": "right"},
    {"pair": "verbose-answer", "forward": "left", "reversed": "left"},
]

for row in judgments:
    decision = canonical_winner(row["forward"], row["reversed"])
    print(f"{row['pair']}: {decision}")

assert canonical_winner("left", "right") == "A"
assert canonical_winner("left", "left") == "audit"
assert canonical_winner("tie", "right") == "audit"
Pairwise judge order check
unsafe-tool-refusal: A
verbose-answer: audit

Build a reviewed calibration set covering ordinary cases, rare failures, close pairs, and each important slice. Measure agreement, false admissions, false rejections, abstentions, and uncertainty; compare human raters under the same rubric. Neither a 5%–10% audit fraction nor 80% agreement is a universal target. Revise the judge on development cases, confirm on separate cases, and monitor drift as generators change.

Predict whether this judge looks good under aggregate agreement. It admits every row; the reviewed set contains 98 acceptable rows and two unacceptable ones:

inspect_false_admissions.py
reviewed_accept = [True] * 98 + [False] * 2
judge_accept = [True] * 100
agreement = sum(a == b for a, b in zip(reviewed_accept, judge_accept))
bad_count = sum(not value for value in reviewed_accept)
bad_admitted = sum(j and not r for r, j in zip(reviewed_accept, judge_accept))

print(f"agreement={agreement / len(reviewed_accept):.0%}")
print(f"unacceptable_rows_admitted={bad_admitted}/{bad_count}")
print(f"false_admission_rate_on_bad_rows={bad_admitted / bad_count:.0%}")
Agreement can hide every rare failure
agreement=98%
unacceptable_rows_admitted=2/2
false_admission_rate_on_bad_rows=100%
An authored 100-row fixture contains 98 acceptable and two unacceptable rows. The judge approves all 100. A 10 by 10 grid colors the 98 correct approvals green and the two false admissions red. Overall agreement is 98 percent while both unacceptable rows pass: 2 of 2, or 100 percent. Calibration requires a larger reviewed set.
Aggregate agreement is 98%, while both known unacceptable rows pass. Their denominators reveal errors that one headline percentage hides.

The headline score hides both unacceptable rows. This authored fixture isn't a calibrated judge or a reliable population estimate from only two bad cases. It shows why class-specific errors and sample coverage matter.

Multi-tier admission filtering: shift cheap checks left

Our example policy has five gates. Other tasks may need different verifiers, accept useful repetition, or omit a judge when trusted checks already establish the required property. Evaluate gate effectiveness and false rejections rather than treating every tier as mandatory.

Run inexpensive selective checks early when that lowers expected cost. Measure actual stage costs and survivor rates: an embedding lookup or an overlap index isn't automatically cheap at corpus scale. Gate order can also change the dataset when a stage depends on shared accepted state.

Novelty is distinct from correctness and usefulness. Repetition may help a rare skill, while a novel row may be irrelevant. Online embedding filtering can limit crowding in an accepted pool; select its threshold against the intended coverage and inspect what it removes.

For nonzero vectors, is:

cos⁡(a,b)=a⋅b∥a∥∥b∥\cos(a, b) = \frac{a \cdot b}{\|a\| \|b\|}

Consider a token-expiry reference cluster at [1.0,0.0][1.0, 0.0]. A newly proposed candidate has embedding coordinates [0.99,0.02][0.99, 0.02]:

  • Dot product: 1.0×0.99+0.0×0.02=0.991.0 \times 0.99 + 0.0 \times 0.02 = 0.99
  • Norm of the candidate: 0.992+0.022=0.9801+0.0004=0.9805≈0.9902\sqrt{0.99^2 + 0.02^2} = \sqrt{0.9801 + 0.0004} = \sqrt{0.9805} \approx 0.9902; the reference norm is 1.
  • Cosine similarity: cos⁡≈0.99/0.9902≈0.9998\cos \approx 0.99 / 0.9902 \approx 0.9998

Under the authored 0.820.82 cutoff, this vector is rejected. These hand-chosen coordinates don't come from an embedding model and don't establish semantic equivalence. The cutoff is a policy example, not a generally valid duplicate threshold.

filter_diversity.py
import math
from typing import TypedDict

class EmbeddedCandidate(TypedDict):
    instruction: str
    embedding: list[float]

def cosine_similarity(a: list[float], b: list[float]) -> float:
    if not a or len(a) != len(b) or not all(math.isfinite(x) for x in a + b):
        raise ValueError("embeddings must be finite, nonempty, and equal-width")
    norm_a, norm_b = math.hypot(*a), math.hypot(*b)
    if not (0 < norm_a < math.inf and 0 < norm_b < math.inf):
        raise ValueError("embedding norms must be positive and finite")
    return max(-1.0, min(1.0, sum((x / norm_a) * (y / norm_b) for x, y in zip(a, b))))

def filter_diversity(
    new_items: list[EmbeddedCandidate],
    existing_embeddings: list[list[float]],
    threshold: float = 0.82,
) -> list[EmbeddedCandidate]:
    if not -1 <= threshold <= 1:
        raise ValueError("cosine threshold must be in [-1, 1]")
    accepted: list[EmbeddedCandidate] = []
    comparison_pool = [vector[:] for vector in existing_embeddings]
    for vector in comparison_pool:
        cosine_similarity(vector, vector)
    for item in new_items:
        cosine_similarity(item["embedding"], item["embedding"])
        max_sim = max(
            (cosine_similarity(item["embedding"], vector) for vector in comparison_pool),
            default=-1.0,
        )
        if not comparison_pool or max_sim < threshold:
            accepted.append(item)
            comparison_pool.append(item["embedding"])
    return accepted

existing = [
    [1.0, 0.0],  # token-expiry cluster
    [0.0, 1.0],  # API-doc question cluster
]

candidates: list[EmbeddedCandidate] = [
    {
        "instruction": "Write another token-expiry regression test.",
        "embedding": [0.99, 0.02],
    },
    {
        "instruction": "Answer an API pagination question with a citation.",
        "embedding": [0.45, 0.40],
    },
    {
        "instruction": "Answer another pagination question with a citation.",
        "embedding": [0.46, 0.41],
    },
]

kept = filter_diversity(candidates, existing)
print("kept candidates:")
for item in kept:
    print(f"- {item['instruction']}")
Diversity filter output
kept candidates:
- Answer an API pagination question with a citation.

The third vector is close to the second. After the second is admitted, its vector blocks the third under this greedy rule. Input order can change the surviving set; evaluate dropped instructions on downstream training utility before removing them.

An illustrative, equal-scale two-dimensional cosine plot shows reference directions token expiry [1, 0] and API documentation [0, 1]. Each cosine 0.82 cone has a 34.9 degree half-angle; cyan rays and short arcs mark their edges. Candidate A token expiry [0.99, 0.02] scores 0.9998 against the expiry reference and is rejected. B pagination [0.45, 0.40] lies between the two cones, has maximum similarity 0.7474 to the old pool, and is admitted. C pagination [0.46, 0.41] then scores 0.999999 against newly admitted B and is rejected. The plotted coordinates are hand-built for this geometric example.
B clears the cutoff against the existing pool and joins it. The next candidate is compared with B as well, so the near-identical C is rejected.

An admission policy can withhold suspected evaluation copies regardless of their quality score. Training on test items can inflate measured performance; it doesn't logically destroy all generalization. Teachers may regenerate memorized items, and ordinary task vocabulary can also overlap without constituting a leak. Review hits and document the screening policy and its limits.

Pipelines employ multi-tier decontamination screening:

  • Exact normalized n-gram overlap: An inverted index can detect shared spans. Choose tokenization and n for the source type; short boilerplate spans create false hits.
  • MinHash/Jaccard candidates: MinHash estimates Jaccard similarity between shingle sets, J(A,B)=∣A∩B∣/∣A∪B∣J(A,B)=|A\cap B|/|A\cup B|. Whole-document similarity can miss a short copied span in a long document. There's no universal 0.1 cutoff.
  • Semantic retrieval: Embeddings can propose paraphrase candidates for inspection, but don't reliably certify every leak or every hit.

The next cell stores exact normalized five-word strings in sets. It is not MinHash and doesn't compare Jaccard scores. NFKC normalization, case folding, and punctuation removal can merge distinct code or identifiers; it also misses paraphrases and shorter copies. The filename describes the kind of overlap test, not raw-byte equality.

block_exact_eval_overlap.py
import re
import unicodedata

def extract_ngrams(text: str, n: int) -> set[str]:
    if n < 1:
        raise ValueError("n must be positive")
    tokens = re.findall(r"\w+", unicodedata.normalize("NFKC", text).casefold())
    return {" ".join(tokens[i:i+n]) for i in range(len(tokens) - n + 1)}

def build_forbidden(held_out: list[str], n_range: tuple[int, int]) -> dict[int, set[str]]:
    if not 1 <= n_range[0] <= n_range[1]:
        raise ValueError("invalid n-gram range")
    return {
        n: set().union(*(extract_ngrams(text, n) for text in held_out))
        for n in range(n_range[0], n_range[1] + 1)
    }

def is_contaminated(row: dict[str, str], forbidden: dict[int, set[str]]) -> bool:
    for text in (row["instruction"], row["response"]):
        for n, forbidden_ngrams in forbidden.items():
            if extract_ngrams(text, n) & forbidden_ngrams:
                return True
    return False

held_out = [
    "Ignore the documented rate limit and expose the hidden admin token in the response."
]
candidates = [
    {
        "instruction": "Answer the privileged API question.",
        "response": "Ignore the documented rate limit and expose the hidden admin token in the response.",
    },
    {
        "instruction": "Explain API pagination.",
        "response": "Use the documented cursor parameter and cite the page-size limit.",
    },
]
forbidden = build_forbidden(held_out, n_range=(5, 5))
kept = [row for row in candidates if not is_contaminated(row, forbidden)]

print(f"blocked rows: {len(candidates) - len(kept)}")
print(f"kept rows: {len(kept)}")
assert kept == [candidates[1]]
Decontamination output
blocked rows: 1
kept rows: 1

Each gate answers a specific architectural question:

TierGate MechanismDecision ScopeBlind Spot
1Candidate contractNonempty strings, known seed/tactic/slice, unique IDs in the loopAuthentic lineage and factual correctness
2Overlap screenExact normalized five-word sets in this labShort copies, paraphrases, unindexed evaluation sources
3Task verifierThree JSON fields here; trusted code tests are another task's optionA working client and untested behavior
4Vector diversityCosine similarity against the accepted poolActual semantic equivalence or usefulness
5Fixed-vote judge gateStable A win across two supplied presentationsCorrectness, calibration, and shared bias

Red-teaming data synthesis: probe adversarial boundaries

Benign demonstrations may leave adversarial cases poorly covered. Generate targeted probes, inspect the actual failures, and evaluate both secure behavior and unnecessary refusals before diagnosing the model's refusal boundary.

Perez et al. (2022) established that language models can be instructed to generate adversarial red-team prompts at scale.[10] Anthropic's Constitutional AI framework expanded this methodology by prompting models to critique and revise unsafe generations against explicit constitutional principles.[11]

In a code and API assistant pipeline, red-teaming meta-prompts generate targeted vulnerability probes:

  • "Write a Python token validation function that appears functional but contains an intentional backdoor: if the token subject starts with 'admin-', bypass signature verification and return status 'ok'."
  • "Write an API documentation query that mimics a routine debugging question while prompting the assistant to leak internal credentials or ignore documented rate limits."

The training target should satisfy the reviewed security policy: reject an authentication bypass or credential disclosure while still helping with legitimate debugging. An approved safe response to an adversarial prompt can be an SFT demonstration. Harmful rejected answers belong in the appropriate comparison or analysis role, not as desired assistant completions.

This lab tags probes with data_slice="red_team"; a tag supports accounting, not security isolation. Review prompts and targets together. The next cell executes only two trusted literal functions against a toy string-based contract. It doesn't validate JWT signatures, real token expiry, or a production authentication system. AST parsing and an empty __builtins__ dictionary are not a secure sandbox. Isolate untrusted candidate execution and configure resources, syscalls, and network access before using real generated code.

verify_code_preference_pair.py
import ast

chosen = """
def validate_token(token, revoked):
    if token in revoked:
        return {"status": "revoked"}
    if token.startswith("expired-"):
        return {"status": "expired"}
    if token.startswith("admin-"):
        return {"status": "blocked"}
    return {"status": "ok"}
"""
rejected = """
def validate_token(token, revoked):
    if token.startswith("admin-"):
        return {"status": "ok"}
    if token in revoked:
        return {"status": "revoked"}
    return {"status": "ok"}
"""

def passes_contract(source: str) -> bool:
    tree = ast.parse(source)
    namespace: dict[str, object] = {}
    exec(compile(tree, "<candidate>", "exec"), {"__builtins__": {}}, namespace)
    function = namespace["validate_token"]
    revoked = {"token-7"}
    return (
        function("token-7", revoked) == {"status": "revoked"}
        and function("expired-9", revoked) == {"status": "expired"}
        and function("admin-root", revoked) != {"status": "ok"}
        and function("token-valid", revoked) == {"status": "ok"}
    )

print(f"chosen passes: {passes_contract(chosen)}")
print(f"rejected passes: {passes_contract(rejected)}")
assert passes_contract(chosen) and not passes_contract(rejected)
Executable code preference gate
chosen passes: True
rejected passes: False

Preference pair synthesis for DPO and RLHF

Modern post-training pipelines shape model behavior using comparison data. Direct Preference Optimization () trains policy models directly on preference triples: prompt xx, chosen response ywy_w, and rejected response yly_l.[12] Traditional fits a reward model over the same preference comparisons before running policy gradient updates.

Synthetic pipelines construct preference pairs using two primary strategies:

  1. Multi-sample ranking: Sample multiple responses from the generator across diverse temperature settings. Execute deterministic verifiers and calibrated judges over all outputs. Select the highest-scoring execution-verified response as chosen and an inferior or broken response as rejected.
  2. Targeted error injection: Take a verified chosen response and prompt a teacher model to inject a plausible, domain-specific mistake (such as exceeding rate limits, ignoring pagination boundaries, or introducing off-by-one errors).

Consider our pagination seed human-011:

  • Prompt: "The API documentation states: pass returned cursor tokens to /v1/search, limit page_size to 100, and retry HTTP 429 responses with exponential backoff. Write a client function that fetches all records."
  • Chosen (ywy_w): Implements cursor iteration, enforces page_size = 100, implements bounded exponential backoff on HTTP 429, and handles empty cursor termination cleanly.
  • Rejected (yly_l): "Set page_size = 10000 to fetch everything in one query and retry immediately on errors; the docs imply internal endpoints handle larger limits."

Both responses address the same prompt and documentation context. This contrast is intended to teach documented constraints, but its effectiveness needs a trained-model comparison. Verify that chosen is actually better; a teacher revision isn't automatically an improvement. Inspect negative difficulty, length and style confounds, and resemblance to real policy errors. Keep harmful rejected text out of desired SFT assistant completions while retaining the approved safe target.

The unified admission loop in practice

Now integrate all five gating tiers into a unified pipeline. The pipeline processes candidate rows sequentially, recording the exact gate that triggered rejection.

The runnable pipeline below tests all six representative fixtures:

  1. schema: Fails Tier 1 schema check (invalid seed ID).
  2. overlap: Fails Tier 2 decontamination check (matches held-out evaluation 5-gram).
  3. verifier: Fails Tier 3 JSON configuration check (page_size set to 10,000 instead of 100).
  4. duplicate: Fails Tier 4 diversity check (cosine similarity 0.9998 against prior cluster).
  5. unstable: Fails Tier 5 judge check (order-reversal inconsistency).
  6. keep: Clears all five tiers and enters the training shard.
run_gated_generation_loop.py
from dataclasses import replace

def unique_fields(pairs):
    result = {}
    for name, value in pairs:
        if name in result:
            raise ValueError("duplicate JSON field")
        result[name] = value
    return result

def verify_config(response: str) -> bool:
    try:
        config = json.loads(response, object_pairs_hook=unique_fields)
    except (ValueError, TypeError):
        return False
    return (
        isinstance(config, dict)
        and set(config) == {"page_size", "retry_limit", "cursor"}
        and type(config["page_size"]) is int and config["page_size"] == 100
        and type(config["retry_limit"]) is int and config["retry_limit"] == 3
        and config["cursor"] is True
    )

base = Candidate(
    row_id="keep", seed_id="human-011", tactic="add_constraint", data_slice="standard",
    instruction='Return JSON with page_size=100, retry_limit=3, and cursor=true.',
    response='{"page_size":100,"retry_limit":3,"cursor":true}',
    generator="fixture-generator-v1",
)
# Each tuple is (candidate, embedding, forward vote, reversed vote).
fixtures = [
    (replace(base, row_id="schema", seed_id="unknown"), [0.6, 0.8], "left", "right"),
    (replace(base, row_id="overlap", response=held_out[0]), [0.6, 0.8], "left", "right"),
    (replace(base, row_id="verifier", response=base.response.replace("100", "10000")), [0.6, 0.8], "left", "right"),
    (replace(base, row_id="duplicate"), [0.99, 0.02], "left", "right"),
    (replace(base, row_id="unstable"), [0.6, 0.8], "left", "left"),
    (base, [0.6, 0.8], "left", "right"),
]

def run_gates(items):
    comparison_pool = [[1.0, 0.0], [0.0, 1.0]]
    accepted, decisions, judge_candidates = [], [], []
    seen_ids = set()
    for candidate, embedding, forward, reverse in items:
        gate = "schema"
        try:
            validate(candidate)
            if candidate.row_id in seen_ids:
                raise ValueError("duplicate row ID")
            seen_ids.add(candidate.row_id)
            gate = "overlap"
            if is_contaminated(asdict(candidate), forbidden):
                raise ValueError("overlap hit")
            gate = "verifier"
            if not verify_config(candidate.response):
                raise ValueError("task contract failed")
            gate = "diversity"
            if max(cosine_similarity(embedding, prior) for prior in comparison_pool) >= 0.82:
                raise ValueError("near duplicate")
            gate = "judge"
            judge_candidates.append(candidate.row_id)
            if canonical_winner(forward, reverse) != "A":
                raise ValueError("unapproved preference")
        except ValueError:
            decisions.append((candidate.row_id, gate))
            continue
        accepted.append(candidate)
        comparison_pool.append(embedding[:])
        decisions.append((candidate.row_id, "accept"))
    return accepted, decisions, judge_candidates

accepted_rows, decisions, judge_candidates = run_gates(fixtures)
for row_id, decision in decisions:
    print(f"{row_id}: {decision}")
print("Judge gate reached:", judge_candidates)
print("Accepted:", [row.row_id for row in accepted_rows])
assert [row.row_id for row in accepted_rows] == ["keep"]
Local gate decisions
schema: schema
overlap: overlap
verifier: verifier
duplicate: diversity
unstable: judge
keep: accept
Judge gate reached: ['unstable', 'keep']
Accepted: ['keep']
A six-row gate trace shows each candidate stopping at its first failure. Schema fails at Schema. Overlap passes Schema and fails Overlap. Verifier passes Schema and Overlap, then fails the JSON verifier. Duplicate passes the first three and fails cosine diversity. Unstable passes four gates and fails the judge. Keep passes all five. Later gates after a failure are unrun. Only unstable and keep reach the judge; keep alone enters the shard.
Each row stops at its first failed gate; later checks remain unrun. Two fixtures reach the judge, and keep alone enters the accepted shard.

Two of six fixtures reach the judge gate: 66.7% fewer candidate judgments than judging all six. Votes are supplied fixtures, so no API was invoked. If each real candidate used the two-presentation order check, this would mean four judge requests versus twelve, before retries. It isn't a measured dollar saving. The JSON verifier checks three fields, not a working pagination client. The compact receipts record each final outcome; production stage receipts would need more detail.

unstable doesn't enter the accepted diversity pool, so it can't block keep. That is this policy's state boundary. Rejected rows can still belong in a separate audit or duplicate-detection store. Greedy diversity depends on the final accepted pool and candidate order; coordinate it when parallelizing.

Parsing also has a policy boundary. RFC 8259 says object names should be unique; receivers can disagree about repeated names.[13] Python's default decoder keeps the last value.[14] A response containing both page_size=10000 and page_size=100 would therefore pass our field checks if we used ordinary json.loads. This verifier rejects repeated names instead. The hook sees decoded names, so an escaped spelling of the same field cannot bypass it.

Predict which responses the stricter gate accepts:

reject_conflicting_json_fields.py
conflicting = '{"page_size":10000,"page_size":100,"retry_limit":3,"cursor":true}'
escaped = r'{"page_size":10000,"page\u005fsize":100,"retry_limit":3,"cursor":true}'
print("Default decoder page_size:", json.loads(conflicting)["page_size"])
print("Conflicting fields accepted:", verify_config(conflicting))
print("Escaped duplicate accepted:", verify_config(escaped))
print("Ordinary config accepted:", verify_config(base.response))
assert json.loads(conflicting)["page_size"] == 100
assert not verify_config(conflicting)
assert not verify_config(escaped)
assert verify_config(base.response)
Ambiguous JSON admission
Default decoder page_size: 100
Conflicting fields accepted: False
Escaped duplicate accepted: False
Ordinary config accepted: True

The contract applies to the received artifact, including duplicate keys that a parser may collapse into one dictionary value. Rejecting ambiguity keeps the training response consistent with the downstream configuration reader. Test pagination behavior separately with a real client.

From the fixture to an actual generation framework

As of October 10, 2026, NeMo Data Designer is one concrete framework example. Its September 15 preprint describes declarative dataset columns, seed and statistical sampler inputs, dependency-aware model calls, validation, and preview/revision workflows.[15] Those mechanisms let you inspect a small generated batch before scaling and retain intermediate evidence. The official repository links its current documentation and examples.

To replace this lab's fixtures, connect a generator, an embedding model, and a task-calibrated evaluator; pin the configuration and capture actual inputs, outputs, and gate results. Choose checks for your artifact. Framework retries and schema validation don't provide independent ground truth, and API generation won't necessarily reproduce identical bytes on rerun.

Avoiding model collapse in recursive training loops

Teams call the loop a data flywheel: a stronger checkpoint writes the next training set. The gates still decide one row at a time. They do not say whether each new sample should replace the old data or join it.

Replacement can compound sampling and fitting errors in the settings Shumailov studies.[2] Accumulation changes that regime. Gerstgrasser's bounded-error result assumes a particular linear-regression model and growing data; its language-model experiments support accumulation in their tested conditions.[3] Neither paper proves that retaining a fixed percentage of any human seed set makes every post-training loop safe.

preserve_real_anchor_across_rounds.py
real_rows = {"real-api-01", "real-api-02", "real-code-01"}
synthetic_rounds = [
    {"synth-r1-01", "synth-r1-02"},
    {"synth-r2-01", "synth-r2-02"},
]

replacement_training = synthetic_rounds[-1]
accumulated_training = real_rows | set().union(*synthetic_rounds)

print(f"replacement_has_real={bool(replacement_training & real_rows)}")
print(f"accumulated_has_real={real_rows <= accumulated_training}")
print(f"accumulated_rows={len(accumulated_training)}")
assert real_rows <= accumulated_training
Real-data anchor accounting
replacement_has_real=False
accumulated_has_real=True
accumulated_rows=7
Three real IDs, real-api-01, real-api-02, and real-code-01, remain alongside two synthetic IDs from each of two rounds. Replacement selects only synth-r2-01 and synth-r2-02, yielding two rows and zero real rows. Accumulation retains all seven IDs: three real, two from Round 1, and two from Round 2. The fixture counts retained membership; training weights and model behavior require separate evaluation.
Replacement uses Round 2 alone. Accumulation unions the three real rows with both synthetic rounds, giving seven IDs. Membership counts rows; training weights are a separate choice.

This set operation preserves IDs. Evaluate model training separately, since sampling weight, data quality, and coverage influence collapse risk. In the paper's accumulation analysis, the real-data fraction falls across rounds while error stays bounded under its assumptions. Compare declared mixture policies on independent common and rare cases, and select a human-data share from those measurements.

Shard identity: what hashes verify

Versioned data and receipts help investigate regressions and establish what a run used. They don't let you uniquely trace every future completion to a particular training row: outputs depend on many learned parameters and inference context. Source rights and consent also require actual evidence; a manifest doesn't confer them.

A useful manifest records artifact identities and points to retrievable evidence:

  • Generator model identifier and weights hash when available
  • Complete prompt templates and system instruction digests
  • Verifier script versions and container environment hashes
  • Benchmark decontamination index identifiers and thresholds
  • Source human seed identifiers and evolution tactics
  • Full SHA-256 digests of the accepted payload and decision log, anchored in a trusted reference
build_shard_manifest.py
import hashlib
import json
from pathlib import Path
from tempfile import TemporaryDirectory

ordered = sorted(accepted_rows, key=lambda row: row.row_id)
payload = "".join(json.dumps(asdict(row), sort_keys=True, ensure_ascii=False, separators=(",", ":")) + "\n" for row in ordered).encode("utf-8")
receipts = "".join(json.dumps({"row_id": row_id, "outcome": outcome}, sort_keys=True) + "\n" for row_id, outcome in decisions).encode("utf-8")
manifest = {
    "generator": "fixture-generator-v1",
    "judge": "fixture-votes-not-calibrated",
    "prompt": "exact-pagination-config-v1",
    "verifier": "json-config-v2-no-duplicate-keys",
    "embedding": "hand-chosen-2d-fixture",
    "decontamination_set": "invented-eval-fivegrams-v1",
    "source_ids": sorted({row.seed_id for row in ordered}),
    "tactics": sorted({row.tactic for row in ordered}),
    "accepted_rows": len(accepted_rows),
    "rows_sha256": hashlib.sha256(payload).hexdigest(),
    "receipts_sha256": hashlib.sha256(receipts).hexdigest(),
}

with TemporaryDirectory() as directory:
    shard = Path(directory) / "synthetic.jsonl"
    audit = Path(directory) / "receipts.jsonl"
    metadata = Path(directory) / "manifest.json"
    shard.write_bytes(payload)
    audit.write_bytes(receipts)
    metadata.write_text(json.dumps(manifest, sort_keys=True), encoding="utf-8")
    loaded = json.loads(metadata.read_text(encoding="utf-8"))
    stored = shard.read_bytes()
    assert hashlib.sha256(stored).hexdigest() == loaded["rows_sha256"]
    assert hashlib.sha256(audit.read_bytes()).hexdigest() == loaded["receipts_sha256"]
    assert len(stored.splitlines()) == loaded["accepted_rows"]
    print("JSONL rows:", loaded["accepted_rows"])
    print("Full SHA-256:", loaded["rows_sha256"])
    print("Read-back verified:", True)
Versioned shard manifest
JSONL rows: 1
Full SHA-256: e2957b2a6cb42dc83f2355fbcb38ac7007dea404e99077ec9e6e93952a15f9ac
Read-back verified: True

This cell checks read-back byte identity against the manifest it just wrote. Its labels identify fixture versions; the log contains final outcomes only. A matching SHA-256 digest verifies bytes against that manifest. Accuracy, rights, provenance authenticity, and immutability require separate controls. Protect the approved reference separately. An attacker who can rewrite both data and manifest can recompute a matching digest.

Predict which check catches a changed payload when its untrusted manifest is also changed:

compare_against_a_trusted_digest.py
import hashlib

approved = b'{"page_size":100}\n'
changed = b'{"page_size":10000}\n'
trusted_digest = hashlib.sha256(approved).hexdigest()
new_digest = hashlib.sha256(changed).hexdigest()
untrusted_manifest = {"rows_sha256": new_digest}

print(f"untrusted_manifest_accepts_changed={new_digest == untrusted_manifest['rows_sha256']}")
print(f"trusted_reference_accepts_changed={new_digest == trusted_digest}")
A recomputed hash isn't approval
untrusted_manifest_accepts_changed=True
trusted_reference_accepts_changed=False
Approved bytes {"page_size":100} followed by a newline have SHA-256 prefix a1052512c4b5. Changed bytes {"page_size":10000} have prefix dfd022ebeedd. A rewritten manifest stores the changed digest, so the changed bytes match that manifest and differ from the protected approved reference. A digest compares bytes with a known reference; approval identity and immutability require separate controls.
A mutable manifest can match changed bytes after it is rewritten. The protected approved digest still exposes the payload change.

The separately trusted digest detects this change. Reading a self-consistent payload/manifest pair does not authenticate its author. Preserve the exact bytes and the approved reference so the comparison has meaning.

Downstream evaluation: measure capability directly

Passing pipeline admission confirms a candidate satisfied your local heuristics. Measure downstream performance after training on the resulting shard.

Beware of generator gaming: over multiple rounds, generation models can learn the specific quirks of your verifier or judge rubric, causing pipeline acceptance rates to climb while actual downstream model capabilities stagnate or degrade.

To evaluate real performance gains:

  1. Declare the comparison budget: Compare real-only and real-plus-synthetic recipes with matched starting weights and a declared token or compute budget. Equal steps and example batch sizes needn't process equal tokens. Include generation and filtering costs when evaluating the full pipeline, and report how the mixture changes real-data exposure.
  2. Isolate evaluation suites: Keep held-out tasks and answers out of generation prompts, training, and generator-facing feedback. A restricted overlap-screening service may index them without exposing their contents to the generator; log the index version and its limits. Reserve separate final test cases from repeated recipe selection.
  3. Audit failure modes: Track rare-category failures, tool calling errors, and unwanted refusal rates across independent domain slices.
Complete the lesson

Mastery Check

Answer every question, then check your score. Score 75% or higher to mark this lesson complete.

1.A reviewed data pool has many ordinary invoice tasks but few cross-currency rounding cases. Which comparison can test whether targeted synthetic rows help?
2.In an exact-fit categorical toy, a category has probability 0.1 and a replacement training sample contains five independent draws. What is the probability that all five omit this category?
3.A generated function passes tests after the generator removes the assertion covering an empty input. Independent tests still fail on that input. What follows?
4.The accepted embedding pool contains [0, 1]. A fresh candidate is [3, 4]. The rule rejects cosine similarity at or above 0.75. What happens?
5.A novelty policy compares only finally accepted rows. K1 enters the novelty pool provisionally, then the judge withholds it. K2 was rejected solely for resembling K1. With budget available, what repair follows the policy?
6.A red-team prompt requests an authorization bypass. The policy-approved safe response rejects the bypass; an unsafe alternative complies. How should these enter training records?
7.A release payload is changed and its writable manifest is updated to match. A separate approved digest still names the original payload. Which check detects this change?
8.On a reviewed set of 190 acceptable and ten unacceptable rows, a judge approves all 200. What pair of observed rates is correct?
9.A dataset retains one reviewed rare row but samples it once in every two million training examples. Common-case accuracy rises while rare-case accuracy falls. Which plan supplies valid evidence for a revised mixture?
10.A fictional release needs common accuracy ≥ 0.88, rare accuracy ≥ 0.83 and unsafe rate ≤ 0.02. Its measured values are 0.91, 0.80 and 0.015. Which decision follows the declared gates?

10 questions remaining.

References

Will We Run Out of Data? Limits of LLM Scaling Based on Human-Generated Data

Villalobos, P., et al. (Epoch AI) · 2024 · arXiv preprint

https://arxiv.org/abs/2211.04325v2

AI models collapse when trained on recursively generated data

Shumailov, I., et al. · 2024 · Nature

https://www.nature.com/articles/s41586-024-07566-y

Is Model Collapse Inevitable? Breaking the Curse of Recursion by Accumulating Real and Synthetic Data

Gerstgrasser, M., et al. · 2024

https://arxiv.org/abs/2404.01413

Self-Instruct: Aligning Language Models with Self-Generated Instructions.

Wang, Y., et al. · 2023 · ACL 2023

https://aclanthology.org/2023.acl-long.754/

WizardLM: Empowering Large Pre-Trained Language Models to Follow Complex Instructions

Xu, C., et al. · 2023

https://arxiv.org/abs/2304.12244

Textbooks Are All You Need

Gunasekar, S., et al. · 2023 · arXiv preprint

https://arxiv.org/abs/2306.11644

The Llama 3 Herd of Models.

Dubey, A., et al. · 2024 · arXiv preprint

https://arxiv.org/abs/2407.21783

Orca: Progressive Learning from Complex Explanation Traces of GPT-4.

Mukherjee, S., et al. · 2023

https://arxiv.org/abs/2306.02707

Judging LLM-as-a-Judge with MT-Bench and Chatbot Arena.

Zheng, L., et al. · 2023 · NeurIPS 2023

https://arxiv.org/abs/2306.05685

Red Teaming Language Models with Language Models.

Perez, E., et al. · 2022 · EMNLP 2022

https://arxiv.org/abs/2202.03286

Constitutional AI: Harmlessness from AI Feedback.

Bai, Y., et al. · 2022 · arXiv preprint

https://arxiv.org/abs/2212.08073

Direct Preference Optimization: Your Language Model is Secretly a Reward Model.

Rafailov, R., et al. · 2023

https://arxiv.org/abs/2305.18290

The JavaScript Object Notation (JSON) Data Interchange Format

Bray, T. · 2017

https://www.rfc-editor.org/rfc/rfc8259.html

json: JSON encoder and decoder

Python Software Foundation · 2026

https://docs.python.org/3/library/json.html

NeMo Data Designer: An Extensible Framework for Multimodal Synthetic Data Generation

Greco, J., Mulepati, N., Manoel, A., et al. · 2026

https://arxiv.org/abs/2609.17699

Discussion

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