Racemization-free synthesis of S-alkylated cysteines via thiol-ene reaction

J Org Chem. 2008 May 2;73(9):3646-9. doi: 10.1021/jo800198s. Epub 2008 Apr 1.

Abstract

Treatment of differently protected and unprotected cysteines with a variety of alkenes in the presence of a radical initiator (AIBN) afforded the corresponding S-alkylated cysteines in high yields and without racemization.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkylation
  • Cysteine / chemical synthesis*
  • Cysteine / chemistry
  • Molecular Structure
  • Stereoisomerism
  • Sulfhydryl Compounds / chemistry*

Substances

  • Sulfhydryl Compounds
  • Cysteine