Continuous Preparation of Trifluoromethyl Diazomethane in Flow Using In-Line Membrane Phase Separation─Application to the Catalytic Asymmetric Cyclopropanation of Substituted Styrenes
Why this work is in the frame
A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.
Bibliographic record
Abstract
Trifluoromethyl diazomethane (TFDM) is a versatile reagent in organic synthesis and medicinal chemistry efforts. The utility of TFDM is hampered by safety concerns on scale. A novel method for the generation of dry, acid-free concentrated solutions of TFDM in a flow is reported here. The inclusion of an in-line liquid–liquid phase separator was a critical component in the flow scheme. The resulting dry stream could be coupled to a reactor containing a chiral ruthenium catalyst and styrene substrate to enantioselectively construct trans -trifluoromethyl-substituted cyclopropanes in a plug flow reactor–batch train. This system was utilized to access a variety of enantioenriched trans -trifluoromethyl-substituted cyclopropanes.
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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 | 0.004 | 0.002 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.000 | 0.000 |
| Bibliometrics | 0.001 | 0.007 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.001 | 0.000 |
| Research integrity | 0.000 | 0.001 |
| 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