Stereoselective Ir(III)-catalyzed dimerization reaction of enynes: an entry to functionalized polyunsaturated and cyclic systems

Chem Commun (Camb). 2010 Sep 14;46(34):6332-4. doi: 10.1039/c0cc00721h. Epub 2010 Aug 2.

Abstract

The Ir(III) complex [Ir(2)H(2)I(3)((rac)-Binap)(2)](+)I(-) efficiently promotes the selective dimerization of 1,6-, 1,7-enynes and functionalized alkynes. This catalytic process results in the formation of head-to-head isomers with (E)-stereoselectivity. Subsequent Rh-catalyzed cycloisomerization under reductive conditions led to the corresponding 1,2-dialkylidenecyclopentane derivatives.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemical synthesis*
  • Alkenes / chemistry
  • Alkynes / chemical synthesis*
  • Alkynes / chemistry*
  • Catalysis
  • Cyclization
  • Dimerization
  • Iridium / chemistry*
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Stereoisomerism

Substances

  • Alkenes
  • Alkynes
  • Organometallic Compounds
  • Iridium