The Regioselective and Diastereoselective Direct Addition of Amines to Alkenes Using a Tantalum-Ureate Hydroaminoalkylation Catalyst
Bibliographic record
Abstract
High Resolution Image Download MS PowerPoint Slide An organometallic tantalum catalyst equipped with a ureate ligand achieves the atom-economic hydroaminoalkylation (HAA) reaction to regioselectively form Csp 3 –Csp 3 bonds by adding C–H activated unprotected secondary amines across alkenes. The substrate scope of this catalyst includes a range of activated, unactivated, and conjugated terminal, geminal and internal alkenes with aromatic, aliphatic and N-heterocyclic amines. This broad diversity of compatible substrates illustrates that hydroaminoalkylation offers a useful solution to the longstanding challenge of identifying a general catalyst for directly and catalytically adding amines to alkenes. This catalyst mediates hydroaminoalkylation with controlled regioselectivity and also achieves the challenging dialkylation of select amines with superb diastereoselectivity, including the selective trans -dialkylation of N-heterocycles.
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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 | 0.001 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.000 | 0.000 |
| Bibliometrics | 0.000 | 0.001 |
| 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 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".