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 machine prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.
Distilled classifier scores by category (both heads)
| 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) | 0.002 | 0.001 |
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 source (direct Gemma or distilled Codex), 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".