The synthesis of anti-8-tricyclo [3.2.1.0 2,4] octanol and solvolysis of its p-bromobenzenes-ulphonyl derivative
Bibliographic record
Abstract
The synthesis of anti-8-tricyclo [3.2.1.0[superscript 2,4]] octanol has been carried out by the cuprous chloride catalysed reaction of diazomethane on anti-7-norbornenol. X-ray crystallographic analysis of the p-bromo-benzene sulphonyl (brosylate) derivative has unambiguously shown the cyclopropyl group to be exo. Methylene addition to norbornene and 7-norbornadienyl acetate was achieved by the above method; for the latter, the two isomers whose presence was detected by n.m.r. could not be separated. The slow rate of the acetolysis of the brosylate of anti-8-tricyclo [3.2.1.0[superscript 2,4]] octanol suggests that this derivative resembles 7-norbornyl brosylate in solvolysis reactions, rather than anti-7-norbornenyl brosylate. Enthalphy of activation calculated for the tricyclic brosylate solvolysis is of the same order as that for the 7-norbornyl case. Product studies on material isolated from samples solvolysed up to the half life of the brosylate suggest the first product probably is anti-8-tricyclo [3.2.1.0[superscript 2,4] octanyl acetate. Prolonged solvolysis conditions result in a variety of products in which the cyclopropyl group has rearranged. The structures of these products could not be determined.
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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 | 0.000 |
| Science and technology studies | 0.000 | 0.001 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.000 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.001 | 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".