Studies directed toward the synthesis of reiswigin A: Total synthesis of (±)-<i>epi</i>-reiswigin A
Bibliographic record
Abstract
As a testing ground for the practical application of asymmetric synthesis, ()-reiswigin A, a potent antiviral agent, was chosen as a target for total synthesis. Initial studies were undertaken to prove the viability of the key asymmetric step, enantioselective deprotonation of an intermediate meso-bicyclic ketone, using a chiral lithium amide base. Enantiomeric excesses in the range of 90%94% were routinely obtained, even on runs as large as 10 g. Unfortunately, conversion of this key enantio-enriched intermediate to the natural product proved unsuccessful. While these studies were enroute, a parallel synthesis using the racemic compound was transformed into (±)-epi-reiswigin A.Key words: asymmetric deprotonation, synthesis, (±)-epi-reiswigin A.
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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 | 0.001 |
| 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) | 0.000 | 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".