Enantioselective ruthenium(II)/Xyl-SunPhos/Daipen-catalyzed hydrogenation of γ-ketoamides

J Org Chem. 2014 Jul 3;79(13):6164-71. doi: 10.1021/jo5008916. Epub 2014 Jun 24.

Abstract

A series of γ-hydroxy amides were synthesized with high enantioselectivities (up to 99%) using asymmetric hydrogenation of the corresponding γ-ketoamides in the presence of Ru-Xyl-SunPhos-Daipen catalyst providing key building blocks for a variety of naturally occurring and biologically active compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Catalysis
  • Hydrogenation
  • Molecular Structure
  • Phenylbutyrates / chemistry*
  • Ruthenium / chemistry*
  • Stereoisomerism

Substances

  • Amides
  • N-methoxy-N-methyl-4-oxo-4-phenylbutanamide
  • Phenylbutyrates
  • Ruthenium