5(4H)-oxazolones as intermediates in the carbodiimide- and cyanamide-promoted peptide activations in aqueous solution

Angew Chem Int Ed Engl. 2013 Jan 7;52(2):611-4. doi: 10.1002/anie.201207730. Epub 2012 Nov 21.

Abstract

The early days: although considered a species to be avoided in peptide chemistry, the intermediacy of 5(4H)-oxazolones is demonstrated to be essential for the formation of peptides through cyanamide and carbodiimide activation in aqueous solution.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbodiimides / chemistry*
  • Cyanamide / chemistry*
  • Magnetic Resonance Spectroscopy
  • Oxazolone / chemistry*
  • Peptides / chemistry*
  • Solutions / chemistry
  • Water / chemistry

Substances

  • Carbodiimides
  • Peptides
  • Solutions
  • Water
  • Oxazolone
  • Cyanamide