Enantioselective synthesis of benzofurans and benzoxazines via an olefin cross-metathesis-intramolecular oxo-Michael reaction

Chem Commun (Camb). 2013 Sep 11;49(70):7750-2. doi: 10.1039/c3cc43937b.

Abstract

Chiral phosphoric acid and Hoveyda-Grubbs II were found to catalyze an olefin cross-metathesis-intramolecular oxo-Michael cascade reaction of the ortho-allylphenols and enones to provide a variety of benzofuran and benzoxazine derivatives in moderate to good yields and enantioselectivity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry*
  • Benzofurans / chemical synthesis
  • Benzofurans / chemistry*
  • Benzoxazines / chemical synthesis
  • Benzoxazines / chemistry*
  • Catalysis
  • Oxidation-Reduction
  • Phosphoric Acids / chemistry
  • Stereoisomerism

Substances

  • Alkenes
  • Benzofurans
  • Benzoxazines
  • Phosphoric Acids
  • phosphoric acid