title: A mild method for the efficient [3,3]-sigmatropic rearrangement of N,O-diacylhydroxylamines.
abstract: 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.
authors.affiliation: Monash University, Clayton, Victoria, 3800, Australia.
authors.forename: Helen Rachel
authors.initials: HR
authors.lastname: Lagiakos
authors.forename: Marie-Isabel
authors.initials: MI
authors.lastname: Aguilar
authors.forename: Patrick
authors.initials: P
authors.lastname: Perlmutter
mesh_terms: D006898:Hydroxylamines / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D006898:Hydroxylamines