Modification of the vinylogous aldol condensation – Another approach to the synthesis of C(15)‐alkylidene and benzylidene andrographolide derivatives
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Bibliographic record
Abstract
Abstract A two‐step protocol for the synthesis of 15‐alkylidene and benzylidene derivatives of 14‐deoxy‐11,12‐didehydroandrographolide, which was conducted through a dehydration reaction of andrographolide and a vinylogous aldol condensation between α , β ‐unsaturated butenolide moiety and benzaldehyde derivatives has been developed. Combining with various experiments on new catalysts for these reactions: the dehydration of andrographolide by concentrated H 2 SO 4 and the vinylogous aldol reaction by K 2 CO 3 in MeOH or a mixture of CH 3 COOH/pyrrolidine in MeOH, this research has determined the optimized conditions for those catalysts and the new approach to this aldol‐like reaction. All compounds synthesized were characterized by the analysis of IR, NMR, HRMS spectra.
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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) | 0.000 | 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 it