Boryl Acrylaldehyde: An Elusive Member of the α-Boryl Aldehyde Class of Reagent
Bibliographic record
Abstract
Abstract We describe a synthetic route to boryl acrylaldehyde, an amphoteric molecule that features BMIDA and aldehyde functionalities attached to an sp2-carbon center. As the project unfolded, conventional protocols based on aldol condensation turned out to be unsuccessful. We eventually zeroed in on oxidative conditions that preserved the BMIDA group and delivered the desired aldehyde functionality. During our investigation, it became clear that boryl alcohol displays hemilabile N–B bonding, which differs dramatically from the previously described congeners with the sp3-carbon center connected to boron. We have attempted to understand the origins of this behavior using DFT calculations. Overall, boryl acrylaldehyde can be considered as an attractive entry point in synthetic methods. These studies are underway in our laboratory.
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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 | 0.000 | 0.000 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.000 | 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) | 0.001 | 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".