Anionic Hetero[3,3] and [3,5] Rearrangements of Hydroxylamine Derivatives Accompanied with N-O Bond Cleavage
作者:Yasuyuki Endo、Takuya Uchida、Shoji Hizatate、Koichi Shudo
DOI:10.1055/s-1994-25645
日期:——
Aromatic and aliphatic N,O-divinylhydroxylamine systems generated in situ from hydroxylamine derivatives smoothly undergo [3,3] rearrangement. The base-catalyzed formation and rearrangement of enolates or dienolates of N-aryl-O-acylhydroxylamines, N,O- diacylhydroxylamines and N-acylhydroxylamine-O-carbamates result in C-C or C-N bond formation with cleavage of the N -O bond.
由羟胺衍生物就地生成的芳香族和脂肪族N,O-双乙烯基羟胺体系能顺利进行[3,3]重排反应。碱催化形成的烯醇盐或双烯醇盐的N-芳基-O-酰基羟胺、N,O-双酰基羟胺和N-酰基羟胺-O-氨基甲酸酯,能够在N-O键断裂的同时形成C-C或C-N键。