Simple, chemoselective, catalytic olefin isomerization

J Am Chem Soc. 2014 Dec 3;136(48):16788-91. doi: 10.1021/ja5105602. Epub 2014 Nov 20.

Abstract

Catalytic amounts of Co(Sal(tBu,tBu))Cl and organosilane irreversibly isomerize terminal alkenes by one position. The same catalysts effect cycloisomerization of dienes and retrocycloisomerization of strained rings. Strong Lewis bases like amines and imidazoles, and labile functionalities like epoxides, are tolerated.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemical synthesis
  • Alkenes / chemistry*
  • Catalysis
  • Cobalt / chemistry*
  • Molecular Conformation
  • Organometallic Compounds / chemistry*
  • Silanes / chemistry*
  • Stereoisomerism

Substances

  • Alkenes
  • Organometallic Compounds
  • Silanes
  • Cobalt