Aziridine sulfides and disulfides as catalysts for the enantioselective addition of diethylzinc to aldehydes

Chem Commun (Camb). 2004 Nov 7:(21):2488-9. doi: 10.1039/b408537j. Epub 2004 Sep 14.

Abstract

Chiral aziridine sulfides and disulfides were synthesized from readily available and inexpensive R-cysteine by a Mitsunobu reaction; their application in the addition of diethylzinc to aldehydes provides secondary alcohols with up to 99% ee and S-configuration.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemical synthesis
  • Aldehydes / chemistry*
  • Aziridines / chemistry*
  • Catalysis
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Stereoisomerism
  • Sulfides / chemistry*
  • Zinc / chemistry*

Substances

  • Alcohols
  • Aldehydes
  • Aziridines
  • Organometallic Compounds
  • Sulfides
  • aziridine
  • Zinc