Abstract
Based on the proposed mechanism, the electronic effects of various ligands on the stereoselectivity and reaction rate of the rhodium(I)-catalyzed asymmetric Pauson-Khand-type reaction were examined. We demonstrated that both the reaction rate and the enantioselectivity are significantly dependent on the electron density of the ligands; when ligands bearing deshielded phosphine were utilized, the reaction rate was slower, but the products were obtained with improved enantioselectivity.
| Original language | English |
|---|---|
| Pages (from-to) | 4053-4059 |
| Number of pages | 7 |
| Journal | Synthesis |
| Issue number | 23 |
| DOIs | |
| Publication status | Published - 2006 Dec 1 |
Keywords
- Asymmetric catalysts
- Atropisomeric ligands
- BINAP ligands
- Electronic effects
- Pauson-Khand reaction
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
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Kim, D. E., Choi, C., Kim, I. S., Jeulin, S., Ratovelomanana-Vidal, V., Genêt, J. P., & Jeong, N. (2006). The electronic effect of ligands on stereoselectivity in the rhodium(I)-catalyzed asymmetric Pauson-Khand-type reaction under a carbon monoxide atmosphere. Synthesis, (23), 4053-4059. https://doi.org/10.1055/s-2006-950369