✦ LIBER ✦

A Novel Synthesis of 2,2-Disubstituted 3-Amino-2H-azirines Based on the Reaction between Amide Enolates and Diphenyl Phosphorochloridate

✍ Scribed by José M. Villalgordo; Heinz Heimgartner

Book ID: 102857325
Publisher: John Wiley and Sons
Year: 1993
Tongue: German
Weight: 511 KB
Volume: 76
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19930760809

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✦ Synopsis

Abstract

A novel synthesis of 2,2‐disubstituted 3‐amino‐2__H__‐azirines based on the reaction between amide enolates and diphenyl phosphorochloridate (DPPCl), followed by treatment with NaN~3~ is presented. The yields obtained in general are excellent, and the method is suitable for laboratory‐scale preparations as well as for larger amounts.

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## Abstract For Abstract see ChemInform Abstract in Full Text.

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## The synthesis of a novel heterospirocyclic 3-amino-2H-asirine based on the reaction between amide enolates and diphenylphosphorochloridate is described. This compound has been shown to be a useful amino acid equivalent and the synthesis of a model m@pdde was achieved in good overall yields. 164