Gold-catalysed synthesis of amino acid-derived 2,5-disubstituted oxazoles

Org Biomol Chem. 2011 Jun 7;9(11):4017-20. doi: 10.1039/c1ob05390f. Epub 2011 Apr 18.

Abstract

Amino acid-derived propargylic amides are cyclised in a one-pot, Au(III)-catalysed operation to yield 5-bromomethyl oxazoles. These compounds are further elaborated to bis-heterocycles, dipeptide mimics and more.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry
  • Amino Acids / chemistry*
  • Catalysis
  • Cyclization
  • Gold / chemistry*
  • Molecular Structure
  • Oxazoles / chemical synthesis*
  • Oxazoles / chemistry
  • Stereoisomerism

Substances

  • Amides
  • Amino Acids
  • Oxazoles
  • Gold