Asymmetric Synthesis of All‐Carbon Benzylic Quaternary Stereocenters via Conjugate Addition to Alkylidene Meldrum's Acids
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Bibliographic record
Abstract
Abstract This article describes the catalytic asymmetric formation of all carbon benzylic quaternary centres, which is an important goal in organic chemistry as these moieties are ubiquitous in natural products and pharmaceuticals. Conjugate addition of organometallic reagents to tri‐ and tetrasubstituted alkenes activated by carbonyl, nitro or sulfone groups is an efficient method that can be used to synthesize these motifs. The conjugate addition of dialkylzinc reagents to 5‐ylidene Meldrum's acid derivatives presented herein is a flexible and convenient method to perform this transformation because the substrates are readily prepared by Knoevenagel condensation of various commercially available aryl ketones and the conjugate addition products may undergo a wide variety of transformations. In addition, the substrate scope is broad as the reaction tolerates numerous functional groups.
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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 | 0.000 | 0.002 |
| Meta-epidemiology (narrow) | 0.001 | 0.001 |
| Meta-epidemiology (broad) | 0.002 | 0.001 |
| Bibliometrics | 0.002 | 0.001 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.001 | 0.000 |
| Research integrity | 0.001 | 0.000 |
| Insufficient payload (model declined to judge) | 0.036 | 0.002 |
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 it