Palladium(II)-catalyzed isomerization of olefins with tributyltin hydride

J Org Chem. 2007 Jul 6;72(14):5424-6. doi: 10.1021/jo0705263. Epub 2007 Jun 7.

Abstract

A new efficient method for the synthesis of geometrically pure (E)-alkenes from (Z)-alkenes is described. The reaction of aryl- or alkyl-substituted (Z)-alkenes with tributyltin hydride and triethylamine in the presence of a catalytic amount of palladium acetate afforded the corresponding (E)-alkenes in good yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry*
  • Catalysis
  • Isomerism
  • Metals
  • Molecular Structure
  • Palladium / chemistry*
  • Trialkyltin Compounds / chemical synthesis*
  • Trialkyltin Compounds / chemistry

Substances

  • Alkenes
  • Metals
  • Trialkyltin Compounds
  • tributyltin
  • Palladium