Chiral cobalt-catalyzed enantiomer-differentiating oxidation of racemic benzoins by using molecular oxygen as stoichiometric oxidant

Chemistry. 2009;15(22):5424-7. doi: 10.1002/chem.200900387.

Abstract

An efficient enantioselective oxidative reaction catalyzed by a chiral cobalt complex has been developed by using molecular oxygen as the stoichiometric oxidant (see scheme). The very mild reaction conditions of the catalytic system provide access to a wide range of benzoins (alpha-hydroxyketones) in high yield and excellent enantioselectivity (s (k(f)/k(s)) up to 47). This method is very versatile because the sole by-product of our oxidation process is water, which makes our system more eco-friendly and green.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzoin / analogs & derivatives*
  • Benzoin / chemical synthesis*
  • Benzoin / chemistry
  • Catalysis
  • Cobalt / chemistry*
  • Combinatorial Chemistry Techniques
  • Kinetics
  • Molecular Structure
  • Oxidation-Reduction
  • Stereoisomerism

Substances

  • Cobalt
  • Benzoin