5(4H)-Oxazolones as Intermediates in the Carbodiimide- and Cyanamide-Promoted Peptide Activations in Aqueous Solution

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 (see scheme).

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Bibliographische Detailangaben
Veröffentlicht in:	Angewandte Chemie International Edition 2013-01, Vol.52 (2), p.611-614
Hauptverfasser:	Danger, Grégoire, Michaut, Arthur, Bucchi, Manon, Boiteau, Laurent, Canal, Justine, Plasson, Raphaël, Pascal, Robert
Format:	Artikel
Sprache:	eng
Schlagworte:	Activation amino acids Aqueous solutions Carbodiimides Carbodiimides - chemistry Chemical Sciences chirality Cyanamide - chemistry Cyanamides Formations Magnetic Resonance Spectroscopy NMR spectroscopy Organic chemistry Oxazolone - chemistry Peptides Peptides - chemistry reactive intermediates Solutions - chemistry Water - chemistry
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Beschreibung
Zusammenfassung:	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 (see scheme).
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.201207730