Broadening the scope of Baeyer-Villiger monooxygenase activities toward α,β-unsaturated ketones: a promising route to chiral enol-lactones and ene-lactones

Chem Commun (Camb). 2014 Jul 25;50(58):7793-6. doi: 10.1039/c4cc02541e.

Abstract

Three regiodivergent Baeyer-Villiger mono-oxygenases (enantioselectively) oxidized a series of cyclic α,β-unsaturated ketones into (chiral) either enol-lactones or ene-lactones. An easy-to-use and efficient biocatalytic process based on a host-microorganism deprived of unwanted activities (knock-out mutant) was developed to enable the exclusive synthesis of unsaturated lactones.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biotransformation
  • Escherichia coli / enzymology
  • Ketones / metabolism*
  • Lactones / chemistry
  • Lactones / metabolism*
  • Oxygenases / metabolism*
  • Stereoisomerism

Substances

  • Ketones
  • Lactones
  • Oxygenases