Asymmetric Organocatalytic Synthesis of Highly Substituted Cyclohexenols by Domino Double‐Michael Reactions of 1‐Hydroxy‐1,4‐dien‐3‐ones and 2‐Alkylidenemalononitriles
Bibliographic record
Abstract
Abstract A facile asymmetric synthetic protocol to afford 2,6‐disubstituted 4‐hydroxy‐3‐oxocyclohex‐3‐ene‐1,1‐dicarbonitriles has been developed through the domino double‐Michael addition of 1,5‐disubstituted 1‐hydroxy‐1,4‐dien‐3‐ones to 2‐alkylidenemalononitriles using quinine as the catalyst. This simple organocatalytic domino process provides access to various highly functionalized chiral 4‐hydroxy‐3‐oxocyclohex‐3‐enes, which are the rarely reported chiral diketo cyclohexane analogues, in moderate‐to‐good yields and enantioselectivities and with excellent diastereoselectivities (>25:1 dr ).
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How this classification was reachedexpand
Full frame distilled prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.
Codex and Gemma teacher scores by category
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.001 | 0.002 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.001 | 0.000 |
| Bibliometrics | 0.000 | 0.001 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.001 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.000 | 0.000 |
Machine scores (provisional)
The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.
Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from itClassification
machine, unvalidatedMachine predicted; a candidate call from one teacher head, not a consensus.
How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".