A Mild Method for the Efficient [3,3]-Sigmatropic Rearrangement of N,O-Diacylhydroxylamines

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• 作者：Helen Rachel Lagiakos ; Marie-Isabel Aguilar ; Patrick Perlmutter
• 刊名：Journal of Organic Chemistry
• 出版年：2009
• 出版时间：October 16, 2009
• 年：2009
• 卷：74
• 期：20
• 页码：8001-8003
• 全文大小：665K
• 年卷期：v.74,no.20(October 16, 2009)
• ISSN：1520-6904

文摘

A mild, general method for the [3,3]-sigmatropic rearrangement of N,O-diacylhydroxylamines, employing a combination of mild base and Lewis acid, is described. Employing stoichiometric amounts of reagents with respect to substrate provides α-acyloxyamides, whereas an excess of reagents favors formation of cyclic orthoamides.