Abstract
The asymmetric hydrocyanation of olefins is an atom efficient carbon-carbon bond forming reaction, in which nitriles are produced that can be converted into a variety of products. Examples of asymmetric hydrocyanation of norbornene, vinylarenes and 1,3-dienes are reviewed, as well as several mechanistic aspects. The mechanistic considerations focus on the catalytic cycle, the rate-determining step, the enantioselective step, and electronic and steric ligand properties that influence the enantioselectivity of the asymmetric hydrocyanation.
Original language | English |
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Title of host publication | Comprehensive chirality |
Place of Publication | Amsterdam |
Publisher | Elsevier |
Chapter | 5.15 |
Pages | 343-354 |
Number of pages | 12 |
ISBN (Print) | 9780080951683 |
DOIs | |
Publication status | Published - 1 Sept 2012 |
Keywords
- Asymmetric catalysis
- Homogeneous catalysis
- Hydrocyanation
- Isomerization
- Isotopic labeling
- Nickel
- Nitriles
- P ligands
- Palladium
- Substituent effects