Parallel kinetic resolution of D-labelled 2-aryl-propionic and butanoic acids using quasi-enantiomeric combinations of oxazolidin-2-ones

Chirality. 2010 Feb;22(2):193-205. doi: 10.1002/chir.20727.

Abstract

The parallel kinetic resolution of racemic 2-aryl-2-deuterio-propionic and butanoic acids using an equimolar combination of quasi-enantiomeric oxazolidin-2-ones is discussed. The levels of diastereoselectivity were high leading to enantiomerically pure D-labeled products in good yield.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antifungal Agents / chemistry
  • Biocatalysis*
  • Butyrates / chemistry*
  • Chromatography, High Pressure Liquid
  • Crystallography, X-Ray
  • Equipment Design
  • Female
  • Flow Injection Analysis
  • Hydrogen-Ion Concentration
  • Kinetics
  • Lactation / metabolism*
  • Larva / drug effects
  • Microbial Sensitivity Tests
  • Models, Molecular
  • Molecular Structure
  • Oxadiazoles / chemistry*
  • Oxazolidinones / chemical synthesis*
  • Oxazolidinones / chemistry
  • Propionates / chemistry*
  • Stereoisomerism*
  • Structure-Activity Relationship
  • Sweetening Agents / chemistry

Substances

  • Antifungal Agents
  • Butyrates
  • Oxadiazoles
  • Oxazolidinones
  • Propionates
  • Sweetening Agents