Indium tribromide-promoted arene-terminated epoxy olefin cyclization

Chem Commun (Camb). 2008 Mar 21;(11):1353-5. doi: 10.1039/b718337b. Epub 2008 Jan 16.

Abstract

An arene-terminated epoxy olefin cyclization was promoted by a water-tolerant Lewis acid to give tri- and tetracyclic 3beta-hydroxy terpenoids and steroid derivatives in 57 and 37% yields, respectively, per new formed ring up to 75%.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry*
  • Crystallography, X-Ray
  • Cyclization
  • Epoxy Compounds / chemical synthesis*
  • Indicators and Reagents
  • Indium / chemistry*
  • Models, Molecular
  • Molecular Conformation
  • Solvents
  • Steroids / chemical synthesis
  • Terpenes / chemical synthesis

Substances

  • Alkenes
  • Epoxy Compounds
  • Indicators and Reagents
  • Solvents
  • Steroids
  • Terpenes
  • Indium