Highly enantioselective dynamic kinetic resolution of 1,2-diarylethanols by a lipase-ruthenium couple

Org Lett. 2008 Mar 20;10(6):1295-8. doi: 10.1021/ol800163z. Epub 2008 Feb 28.

Abstract

A practical procedure has been developed for the dynamic kinetic resolution of 1,2-diarylethanols. This procedure employs a highly enantioselective lipase from Pseudomonas stutzeri (trade name, lipase TL) as the resolution catalyst and a ruthenium complex as the racemization catalyst. Sixteen 1,2-diarylethanols have been efficiently resolved to provide their acetyl derivatives with good yields (95-97%) and high enantiomeric excesses (96-99%).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ethanol / analogs & derivatives*
  • Kinetics
  • Lipase / chemistry*
  • Ruthenium / chemistry*
  • Stereoisomerism

Substances

  • Ethanol
  • Ruthenium
  • Lipase