Novel carbon-carbon bond formation from propargylic alcohols and olefin toward five-membered heterocyclic rings catalyzed by AgSbF6

Org Lett. 2009 Aug 6;11(15):3206-9. doi: 10.1021/ol901270b.

Abstract

A mild and direct process for C-C bond formation from propargylic alcohols and olefin has been developed in the presence of a silver catalyst. In this reaction, trace amounts of water were necessary and allene alcohols 2 and 1,3-dienes 3 were obtained selectively.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alkenes / chemistry*
  • Alkynes / chemistry*
  • Antimony / chemistry
  • Carbon / chemistry*
  • Catalysis
  • Crystallography, X-Ray
  • Cyclization
  • Molecular Structure
  • Propanols / chemistry*
  • Silver / chemistry

Substances

  • Alkenes
  • Alkynes
  • Propanols
  • Silver
  • Carbon
  • Antimony
  • propargyl alcohol