Organocatalysis with proline derivatives: improved catalysts for the asymmetric Mannich, nitro-Michael and aldol reactions

Org Biomol Chem. 2005 Jan 7;3(1):84-96. doi: 10.1039/b414742a. Epub 2004 Nov 29.

Abstract

Tetrazole and acylsulfonamide organocatalysts derived from proline have been synthesised and applied to the asymmetric Mannich, nitro-Michael and aldol reactions to give results that are superior to the proline-catalysed counterpart.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Crystallography, X-Ray
  • Ketones / chemical synthesis*
  • Ketones / chemistry
  • Models, Molecular
  • Molecular Structure
  • Nitro Compounds / chemical synthesis
  • Nitro Compounds / chemistry
  • Proline / analogs & derivatives*
  • Proline / chemistry*
  • Stereoisomerism
  • Sulfonamides / chemical synthesis*
  • Sulfonamides / chemistry
  • Tetrazoles / chemical synthesis*
  • Tetrazoles / chemistry

Substances

  • Ketones
  • Nitro Compounds
  • Sulfonamides
  • Tetrazoles
  • 1H-tetrazole
  • Proline