Author:
Court William A.,Edwards Oliver E.,Grieco Ciro,Rank Werner,Sano Takehiro
Abstract
Irradiation of two steroidal α-azido ketones gave N-acyl imines by formal acyl migration onto nitrogen. Spectroscopic characteristics (u.v., i.r., 1H n.m.r., and 13C n.m.r.) and chemistry of these is described. Similarly an α-azido γ-lactone gave a 5,6-dihydro-1,3-oxazin-2-one which added methanol readily to give a 4-methoxytetrahydro-1,3-oxazine-2-one. Possible mechanisms are considered for the observed rearrangements.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
18 articles.
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