1,3-Dipolar cycloaddition of nitrile oxides with C1-substituted 7-oxabenzonorbornadienes
Why this work is in the frame
A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.
Bibliographic record
Abstract
1,3-Dipolar cycloadditions of unsymmetrical C1-substituted 7-oxabenzonorbornadienes with acetonitrile oxide and benzonitrile oxide were investigated to probe the regio- and stereoselectivities of these reactions. All novel oxabicycle-fused isoxazoline adducts were obtained in moderate to excellent yields (53%–98%) and with complete exo-stereoselectivity. The major regioisomer in almost all instances showed positioning of the nitrile oxide’s methyl or phenyl group anti to the C1-substituent. The relative ratios of the regioisomers suggested nonnegligible electronic and steric contributions of the C1-substituent in these reactions. Several useful applications of these 2-isoxazolines toward natural product synthesis are proposed via reductive cleavage of their N–O bonds.
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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 | 0.000 |
| 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) | 0.008 | 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