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A Novel Synthesis of 2,2‐Disubstituted 3‐Amino‐2 H ‐azirines Based on the Reaction between Amide Enolates and Diphenyl Phosphorochloridate
Author(s) -
Villalgordo José M.,
Heimgartner Heinz
Publication year - 1993
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19930760809
Subject(s) - chemistry , amide , stereochemistry , organic chemistry , medicinal chemistry
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.