Highly enantioselective Michael addition of 2-oxindoles to vinyl selenone in RTILs catalyzed by a Cinchona alkaloid-based thiourea

Chem Commun (Camb). 2011 Jun 21;47(23):6644-6. doi: 10.1039/c1cc10880h.

Abstract

A highly enantioselective Michael addition of 2-oxindoles (1) to vinyl selenone (2) in RTILs catalyzed by a Cinchona alkaloid-based thiourea has been developed in high yields (80-91%) with excellent enantioselectivities (up to 95% ee).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cinchona Alkaloids / chemistry
  • Indoles / chemistry*
  • Ionic Liquids / chemistry*
  • Oxindoles
  • Selenium / chemistry*
  • Stereoisomerism
  • Temperature
  • Thiourea / chemistry*
  • Vinyl Compounds / chemistry

Substances

  • Cinchona Alkaloids
  • Indoles
  • Ionic Liquids
  • Oxindoles
  • Vinyl Compounds
  • 2-oxindole
  • Thiourea
  • Selenium