Stereoselective carbon-carbon bond forming reactions : improving the stereoselectivity of a catalytic homoaldol reaction and the development of a general method to access the [alpha]-quaternary carbon [beta]-hydroxy carbonyl motif
Bibliographic record
Abstract
The following thesis describes two stereoselective carbon-carbon bond forming processes---the aldol reaction and its one-carbon homologue, the homoaldol reaction. The first chapter describes our efforts to increase the stereoselectivity of a catalytic homoaldol reaction. This methodology features a second generation Binol titanium (IV) fluoride catalyst capable of opening a silyloxycyclopropane ring to form discrete homoenolates. These homoenolates react with a variety of aldehydes to form 1,4-hydroxy carbonyl compounds. The catalyst was prepared by a literature method and has improved the stereoselectivity of this reaction compared to the first generation Binol titanium (IV) triflate catalyst. A variety of substituted Binol ligands were studied to determine the effect of steric and electronic modifications on reaction selectivity.
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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 | 0.004 | 0.000 |
| Meta-epidemiology (narrow) | 0.001 | 0.000 |
| Meta-epidemiology (broad) | 0.001 | 0.000 |
| Bibliometrics | 0.001 | 0.001 |
| Science and technology studies | 0.001 | 0.000 |
| Scholarly communication | 0.000 | 0.001 |
| Open science | 0.001 | 0.000 |
| Research integrity | 0.000 | 0.001 |
| 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".