Iridium catalyzed asymmetric hydrogenation of cyclic imines of benzodiazepinones and benzodiazepines

Org Lett. 2012 Aug 3;14(15):3890-3. doi: 10.1021/ol301620z. Epub 2012 Jul 17.

Abstract

Highly enantioselective Ir-catalyzed hydrogenation of seven-membered cyclic imines of benzodiazepinones and benzodiazepines was achieved with up to 96% ee. This method provides a direct access to synthesize a range of chiral cyclic amines existing in numerous important natural products and clinical drugs.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzodiazepines / chemical synthesis
  • Benzodiazepines / chemistry*
  • Benzodiazepinones / chemical synthesis
  • Benzodiazepinones / chemistry*
  • Catalysis
  • Combinatorial Chemistry Techniques
  • Hydrogenation
  • Imines / chemistry*
  • Iridium / chemistry*
  • Molecular Structure
  • Stereoisomerism

Substances

  • Benzodiazepinones
  • Imines
  • Benzodiazepines
  • Iridium