Simple, Stable, and Versatile Double-Allylation Reagents for the Stereoselective Preparation of Skeletally Diverse Compounds
Why this work is in the frame
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Bibliographic record
Abstract
A new and efficient class of double-allylation reagents, α-trimethylsilylmethyl allylboronate 1 and the crotylboronates 12, is reported. These stable bimetallic reagents are prepared easily in enantiomerically pure form and add under BF 3 catalysis onto a wide range of aldehydes to afford a direct access to hydroxyl-functionalized allylic silanes in very high E / Z selectivity and excellent enantioselectivity (up to 98% ee). The useful hydroxyl-functionalized allylsilane intermediates can be exploited in chemodivergent syntheses of various compound classes such as acyclic propionate units, polysubstituted furans, vinylcyclopropanes, and larger carbocycles.
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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 | 0.001 | 0.000 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.000 | 0.000 |
| Bibliometrics | 0.000 | 0.000 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.000 | 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 it