A peptide-catalyzed asymmetric Stetter reaction

Chem Commun (Camb). 2005 Jan 14:(2):195-7. doi: 10.1039/b414574g. Epub 2004 Nov 29.

Abstract

Thiazolylalanine, in appropriately functionalized form, has been found to function as an enantioselective catalyst for an intramolecular Stetter reaction. Incorporation of the residue in a number of environments has resulted in a family of catalysts that promote the cyclization of a test substrate with up to 81% enantiomeric excess.

MeSH terms

  • Alanine / analogs & derivatives
  • Benzoin / chemistry
  • Catalysis
  • Cyclization
  • Molecular Structure
  • Peptides / chemistry*

Substances

  • Peptides
  • Benzoin
  • Alanine