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

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journal contribution
posted on 16.10.2009, 00:00 by Helen Rachel Lagiakos, Marie-Isabel Aguilar, Patrick Perlmutter
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.

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