The versatile roles of ammonium salt catalysts in enantioselective reduction and alkylation of α,β-unsaturated aldehydes: iminium catalysis, enamine catalysis and acid catalysis

Chem Commun (Camb). 2011 May 7;47(17):5007-9. doi: 10.1039/c1cc10124b. Epub 2011 Mar 22.

Abstract

A novel strategy for highly efficient utilization of chiral ammonium salt catalysts has been described in this paper. Three kinds of catalytic functions including iminium catalysis, enamine catalysis, and acid catalysis of chiral ammonium salt catalysts, have been achieved in the enantioselective reduction and alkylation reaction of α,β-unsaturated aldehydes with alcohols.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acids / chemistry
  • Aldehydes / chemistry*
  • Alkylation
  • Amines / chemistry
  • Benzyl Alcohols / chemistry
  • Catalysis
  • Green Chemistry Technology*
  • Molecular Conformation
  • Quaternary Ammonium Compounds / chemistry*
  • Salts
  • Stereoisomerism

Substances

  • Acids
  • Aldehydes
  • Amines
  • Benzyl Alcohols
  • Quaternary Ammonium Compounds
  • Salts