Stereoselective epoxidation of alkenes by chloroperoxidase
US5358860A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Apr 5, 1993 |
| Grant date | Oct 25, 1994 |
| Priority date | — |
| Expiry date | Apr 5, 2013 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC12P17/02
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A method of converting olefins to chiral epoxides comprises combining an asymmetric aliphatic or aryl alkene substrate with a buffered chloroperoxidase solution to form a stabilized reaction mixture, and gradually adding hydrogen peroxide as a substrate oxidant, such that the chloroperoxidase catalyzes the conversion of the substrate to the corresponding epoxide in enantiomeric excess. The products of the invention are alkyl and aryl non-primary epoxides. The resulting preparations are enantiomerically pure, and may greatly enhance large-scale synthesis of stereoisomer products such as pharmaceuticals and pesticides.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.