Rhodium‐Catalyzed Enantioselective Defluorinative α‐Arylation of Secondary Amides
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Bibliographic record
Abstract
Abstract We exploited the reactivity of an electronically biased Michael acceptor to perform a defluorinative α‐arylation reaction using a chiral diene(L*)‐rhodium catalyst. Through this methodology, we are able to obtain various secondary amides, containing a tertiary α‐stereocenter and a β,γ‐unsaturated gem ‐difluoro olefin, with excellent enantioselectivities. This methodology addresses the limitations of the previously described α‐arylation methods to construct stereo‐labile tertiary α‐stereocenters. Further investigation of the reaction via in situ 19 F NMR monitoring suggests that the formation of the product leads to the inhibition of the active rhodium catalyst.
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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) | 0.004 | 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