Asymmetric Michael addition of trisubstituted carbanion to nitroalkenes catalyzed by sodium demethylquinine salt in water

Chirality. 2009 Jun;21(6):600-3. doi: 10.1002/chir.20651.

Abstract

A mild method for the asymmetric synthesis of quaternary and tertiary carbon centers has been developed through Michael addition of trisubstituted carbon nucleophile to nitroalkenes catalyzed by low loading sodium demethylquinine salt in water.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemistry*
  • Carbon / chemistry*
  • Catalysis
  • Crystallography, X-Ray
  • Quinine / analogs & derivatives*
  • Quinine / chemistry
  • Salts / chemistry*
  • Stereoisomerism
  • Substrate Specificity
  • Water / chemistry*

Substances

  • Alkenes
  • Salts
  • sodium demethylquinine
  • Water
  • Carbon
  • Quinine