Efficient Base‐Catalyzed Hydrosilylation of Tertiary Amides to Aldehydes
Bibliographic record
Abstract
Abstract A chemoselective catalytic reduction of tertiary amides to aldehydes is reported. The catalytic system KOtBu/(EtO) 2 MeSiH has been found to be highly active in the conversion of tertiary amides to silylated hemiaminals, which after acidic work‐up yields the respective aldehydes under mild conditions. The use of amides containing α‐protons in this catalytic reaction resulted in elimination to furnish enamines characterized by 1 H‐NMR. This mild and selective process is compatible with nitriles, ethers, amines, and heterocyclic functionalities. However, competition experiments revealed poor tolerance for easily reducible functional groups, such as esters, ketones, and aldehydes. This transition metal‐free strategy presents a cheap and readily available process for the efficient reduction of tertiary amides to the corresponding aldehydes.
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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 | 0.000 |
| 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 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".