Enzyme-catalyzed direct three-component aza-Diels-Alder reaction using hen egg white lysozyme

J Org Chem. 2012 Jan 6;77(1):200-7. doi: 10.1021/jo2016696. Epub 2011 Dec 2.

Abstract

The direct three-component aza-Diels-Alder reaction of aromatic aldehyde, aromatic amine, and 2-cyclohexen-1-one was catalyzed by hen egg white lysozyme for the first time. Under the optimized conditions investigated in this paper, the enzyme-catalyzed aza-Diels-Alder reaction gave yields up to 98% and stereoselectivity of endo/exo ratios up to 90:10.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Aza Compounds / chemistry*
  • Catalysis
  • Cyclization
  • Cyclohexanones / chemistry*
  • Egg White / chemistry*
  • Molecular Structure
  • Muramidase / chemistry*
  • Stereoisomerism

Substances

  • Aldehydes
  • Aza Compounds
  • Cyclohexanones
  • 2-cyclohexen-1-one
  • hen egg lysozyme
  • Muramidase