Coupling biocatalysis and click chemistry: one-pot two-step convergent synthesis of enantioenriched 1,2,3-triazole-derived diols

Chem Commun (Camb). 2013 Apr 4;49(26):2625-2627. doi: 10.1039/c3cc38674k.

Abstract

A fully convergent one-pot two-step synthesis of different chiral 1,2,3-triazole-derived diols in high yields and excellent enantio- and diastereoselectivities has been achieved under very mild conditions in aqueous medium by combining a single alcohol dehydrogenase (ADH) with a Cu-catalysed 'click' reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohol Dehydrogenase / chemistry
  • Alcohol Dehydrogenase / metabolism*
  • Alcohols / chemical synthesis*
  • Alcohols / chemistry
  • Alcohols / metabolism*
  • Catalysis
  • Click Chemistry
  • Copper / chemistry*
  • Cyclization
  • Molecular Structure
  • Stereoisomerism
  • Triazoles / chemical synthesis*
  • Triazoles / chemistry
  • Triazoles / metabolism*

Substances

  • Alcohols
  • Triazoles
  • Copper
  • Alcohol Dehydrogenase