Stabilized alpha-helix-catalyzed enantioselective epoxidation of alpha,beta-unsaturated ketones

Org Lett. 2010 Aug 6;12(15):3564-6. doi: 10.1021/ol101435w.

Abstract

Chiral cyclic alpha-amino acid containing oligopeptide catalyzed highly enantioselective epoxidation of alpha,beta-unsaturated ketones and the alpha-helical secondary structure of the peptide catalyst were revealed by X-ray crystallographic analysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Combinatorial Chemistry Techniques
  • Crystallography, X-Ray
  • Epoxy Compounds / chemical synthesis*
  • Epoxy Compounds / chemistry
  • Ketones / chemistry*
  • Molecular Conformation
  • Peptides / chemical synthesis
  • Peptides / chemistry*
  • Protein Structure, Secondary
  • Stereoisomerism

Substances

  • Epoxy Compounds
  • Ketones
  • Peptides