Enantioselective Michael addition of 3-aryl-substituted oxindoles to methyl vinyl ketone catalyzed by a binaphthyl-modified bifunctional organocatalyst

Molecules. 2012 Jun 18;17(6):7523-32. doi: 10.3390/molecules17067523.

Abstract

The enantioselective conjugate addition reaction of 3-aryl-substituted oxindoles with methyl vinyl ketone promoted by binaphthyl-modified bifunctional organocatalysts was investigated. The corresponding Michael adducts, containing a quaternary center at the C3-position of the oxindoles, were generally obtained in high yields with excellent enantioselectivities (up to 91% ee).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Butanones / chemistry*
  • Catalysis
  • Indoles / chemistry*
  • Oxindoles

Substances

  • Butanones
  • Indoles
  • Oxindoles
  • 2-oxindole
  • 3-buten-2-one