Patent · US Expired

Stereoselective epoxidation of alkenes by chloroperoxidase

US5358860A · kind A · utility

3Cited by
8References
22Claims
0Family size

Assignee

Inventors

Key dates

Filing dateApr 5, 1993
Grant dateOct 25, 1994
Priority date
Expiry dateApr 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.