Palladium-Catalyzed Cross-Coupling Reactions of Cyclopropanols
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Bibliographic record
Abstract
Strained alcohols have featured prominently in a wide array of transition-metal-catalyzed cross-coupling reactions, but methods involving cyclopropanols have only been developed relatively recently. In this account, we describe our group’s work in this area, and we provide a concise summary of other palladium-catalyzed methods for C–C bond-forming reactions using cyclopropanols. 1 Introduction 2 Cross-Coupling Reactions Using Strained Tertiary Alcohols 3 Base- or Acid-Mediated Ring-Opening Reactions of Strained Alcohols 4 Palladium-Catalyzed Cross-Coupling Reactions of Cyclopropanols 4.1 Palladium-Catalyzed Cross-Coupling Reactions of Cyclopropanols with Aryl Halides 4.2 Palladium-Catalyzed Cross-Coupling Reactions of Cyclopropanols with Benzyl Halides 4.3 Palladium-Catalyzed Cross-Coupling Reactions of Cyclopropanols with Acyl Halides 4.4 Direct Arylation Using Cyclopropanol-Derived Palladium Homoenolates 4.5 Synthesis of Quinolines from Cyclopropanols 5 Conclusions
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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) | 0.001 | 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