Tetrahedron

N-nitrosohydroxylamines I. Acetolysis and acid-catalyzed hydrolysis of N, O-dibenzyl-N-nitrosohydroxylamines. Reaction with potassium t-butoxide

K Kano, JP Anselme

文献索引：Kano, Kunio; Anselme, Jean-Pierre Tetrahedron, 1992 , vol. 48, # 46 p. 10075 - 10086

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被引用次数: 12

摘要

The major products of the hydrolysis of N, O-dibenzyl-N-nitrosohydroxylamines (3) are the denitrosated parent hydroxylamines (6); under more forcing conditions, products of the further hydrolysis of 6 are obtained. Acetolysis in acetic acid gives the benzyl acetates derived from both N-and O-substituents. With potassium tert-butoxide, the major path is abstraction of an O-benzyl hydrogen followed by fragmentation to the aldehyde and the ...