A two-step, one-pot enzymatic synthesis of 2-substituted 1,3-diols

J Org Chem. 2010 Dec 17;75(24):8658-61. doi: 10.1021/jo101519t. Epub 2010 Nov 18.

Abstract

A biocatalytic cascade reaction was designed for the stereoselective synthesis of optically pure 2-alkyl-1,3-diols employing two enzymes. The cascade process consists of two consecutive steps: a stereoselective diketone reduction and a hydroxy ketone reduction. Chiral diols were formed by the addition of ketoreductases in the same vessel, in high stereoselectivity and chemical yield, without the isolation of the intermediate β-hydroxy ketones.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohol Oxidoreductases / chemistry*
  • Alcohols / chemistry*
  • Biocatalysis
  • Ketones / chemistry*
  • Molecular Structure
  • Stereoisomerism

Substances

  • Alcohols
  • Ketones
  • Alcohol Oxidoreductases