Simple cyclohexanediamine-derived primary amine thiourea catalyzed highly enantioselective conjugate addition of nitroalkanes to enones

Org Lett. 2009 Jul 2;11(13):2864-7. doi: 10.1021/ol9010322.

Abstract

A highly enantioselective conjugate addition of nitroalkanes to enones has been developed. The process is efficiently catalyzed by a simple chiral cyclohexanediamine-derived primary amine thiourea with a broad substrate scope.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkanes / chemistry
  • Amines / chemistry*
  • Catalysis
  • Cyclohexylamines / chemistry*
  • Ketones / chemical synthesis*
  • Ketones / chemistry*
  • Molecular Structure
  • Nitro Compounds / chemical synthesis*
  • Nitro Compounds / chemistry
  • Stereoisomerism
  • Thiourea / chemistry*

Substances

  • Alkanes
  • Amines
  • Cyclohexylamines
  • Ketones
  • Nitro Compounds
  • 1,2-cyclohexanediamine
  • Thiourea