A mild method for the efficient [3,3]-sigmatropic rearrangement of N,O-diacylhydroxylamines.
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 alpha-acyloxyamides, whereas an excess of reagents favors formation of cyclic orthoamides.
Lagiakos
Helen Rachel
HR
Monash University, Clayton, Victoria, 3800, Australia.
Aguilar
Marie-Isabel
MI
Perlmutter
Patrick
P
D006898:Hydroxylamines / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D006898:Hydroxylamines