Proline-catalysed asymmetric amination of alpha,alpha-disubstituted aldehydes: synthesis of configurationally stable enantioenriched alpha-aminoaldehydes

Chem Commun (Camb). 2003 Oct 7:(19):2448-9. doi: 10.1039/b305465a.

Abstract

Proline-catalysed amination of alpha,alpha-disubstituted racemic aldehydes with azodicarboxylates proceeds smoothly to give configurationally stable scalemic aldehydes and oxazolidinones in up to 86% ee.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemical synthesis
  • Aldehydes / chemistry*
  • Amination
  • Amines / chemical synthesis*
  • Aza Compounds / chemistry
  • Catalysis
  • Oxazolidinones / chemical synthesis
  • Proline / chemistry*
  • Stereoisomerism

Substances

  • Aldehydes
  • Amines
  • Aza Compounds
  • Oxazolidinones
  • Proline