En route to multicatalysis: kinetic resolution of trans-cycloalkane-1,2-diols via oxidative esterification

Chem Commun (Camb). 2014 Feb 7;50(10):1221-3. doi: 10.1039/c3cc48584f.

Abstract

We demonstrate the application of a multicatalyst to the oxidation of a broad variety of aldehydes and subsequent enantioselective esterification of the incipient acids with (±)-trans-cycloalkane-1,2-diols. This reaction operates well with a multicatalyst bearing two independent catalytic moieties that provide monoprotected 1,2-diols in one pot.

MeSH terms

  • Alcohols / chemistry
  • Aldehydes / chemistry
  • Alkanes / chemistry*
  • Catalysis
  • Cyclization
  • Esters / chemistry*
  • Kinetics
  • Molecular Structure
  • Oxidation-Reduction
  • Stereoisomerism

Substances

  • Alcohols
  • Aldehydes
  • Alkanes
  • Esters