title: Asymmetric Oxidative Nitroso-Diels-Alder Reaction of N-Arylhydroxylamines Catalyzed by a Chiral Phosphoric Acid.
abstract: A highly stereoselective synthesis of cis-3,6-disubstituted dihydro-1,2-oxazines has been accomplished through the one-pot oxidative nitroso-Diels-Alder reaction of N-arylhydroxylamines with diene carbamates. The new system is based on a combination of chiral phosphoric acid and m-CPBA and gives various 3,6-disubstituted dihydro-1,2-oxazines in excellent regio-, diastereo-, and enantioselectivity.
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Sud, Université Paris-Saclay , 1, av de la Terrasse, 91198 Gif-sur-Yvette Cedex, France.
authors.forename: Audrey
authors.initials: A
authors.lastname: Dumoulin
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Sud, Université Paris-Saclay , 1, av de la Terrasse, 91198 Gif-sur-Yvette Cedex, France.
authors.forename: Géraldine
authors.initials: G
authors.lastname: Masson