Enamine carboxylates as stereodetermining intermediates in prolinate catalysis

Org Lett. 2011 Oct 21;13(20):5644-7. doi: 10.1021/ol2023533. Epub 2011 Sep 29.

Abstract

Experimental and computational studies probing the nature of intermediates in the α-amination of aldehydes catalyzed by prolinate salts support an enamine carboxylate intermediate in the stereodetermining step.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Amination
  • Carboxylic Acids / chemistry
  • Catalysis
  • Molecular Structure
  • Oxazolidinones / chemistry*
  • Proline / analogs & derivatives*
  • Proline / chemistry*
  • Stereoisomerism

Substances

  • Aldehydes
  • Carboxylic Acids
  • Oxazolidinones
  • Proline