Tetrahedron

Imide–amide rearrangement of oxazaphosphorimidates: studies towards the application to the synthesis of chiral Lewis bases

EJ Cabrita, CAM Afonso, AG Santos

Index: Cabrita, Eurico J.; Afonso, Carlos A.M.; Santos, A. Gil Tetrahedron, 2004 , vol. 60, # 51 p. 11933 - 11949

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Citation Number: 9

Abstract

The Lewis acid catalysed imide–amide rearrangement of oxazaphosphorimides to diazaphoshoramides is reported for the first time. In spite of the similarity to the previously reported Lewis acid catalysed imide–amide rearrangement of dioxaphosphorimides to oxazaphosphoramides we show that this rearrangement proceeds by a different mechanism, not involving the formation of an oligomeric intermediate. The ...