Efficient enantioselective reduction of ketones with Daucus carota root

J Org Chem. 2002 May 31;67(11):3900-3. doi: 10.1021/jo010399p.

Abstract

A novel and efficient reduction of various prochiral ketones such as acetopehones, alpha-azido aryl ketones, beta-ketoesters, and aliphatic acyclic and cyclic ketones to the corresponding optically acive secondary alcohols with moderate to excellent chemical yield was achieved by using Daucus carota, root plant cells under extremely mild and environmentally benign conditions in aqueous medium, has been described. Many of these optically active alcohols are the potential chiral building blocks for the synthesis of pharmaceutically important molecules and asymmetric chiral ligands. Hence, this biocatalytic approach is found to be the most suitable for the preparation of a wide range of chiral alcohols and gave inspiration for the development of a new biotechnological process.

MeSH terms

  • Acetophenones / chemistry
  • Alcohols / chemical synthesis
  • Daucus carota / chemistry*
  • Daucus carota / cytology
  • Daucus carota / metabolism
  • Esters / chemistry
  • Ketones / chemistry*
  • Oxidation-Reduction
  • Plant Roots / chemistry
  • Plant Roots / cytology
  • Plant Roots / metabolism
  • Stereoisomerism

Substances

  • Acetophenones
  • Alcohols
  • Esters
  • Ketones