title: Chiral Phosphoric Acid Catalyzed [3 + 2] Cycloaddition and Tandem Oxidative [3 + 2] Cycloaddition: Asymmetric Synthesis of Substituted 3-Aminodihydrobenzofurans.
abstract: Asymmetric [3 + 2] cycloaddition of quinones with ene- and thioene-carbamates was achieved by chiral phosphoric acid catalysis, providing the corresponding 3-amino-2,3-dihydrobenzofurans in excellent yields with moderate to good diastereoselectivities and excellent enantioselectivities. An asymmetric tandem oxidative cycloaddition protocol starting from hydroquinones was also accomplished with phenyliodine(III) diacetate and a chiral phosphoric acid in the same reaction vessel.
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Sud , 1, av. de la Terrasse, Gif-sur-Yvette 91198 Cedex, France.
authors.forename: Coralie
authors.initials: C
authors.lastname: Gelis
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Sud , 1, av. de la Terrasse, Gif-sur-Yvette 91198 Cedex, France.
authors.forename: Mathieu
authors.initials: M
authors.lastname: Bekkaye
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Sud , 1, av. de la Terrasse, Gif-sur-Yvette 91198 Cedex, France.
authors.forename: Clément
authors.initials: C
authors.lastname: Lebée
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Sud , 1, av. de la Terrasse, Gif-sur-Yvette 91198 Cedex, France.
authors.forename: Florent
authors.initials: F
authors.lastname: Blanchard
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Université Paris-Sud , 1, av. de la Terrasse, Gif-sur-Yvette 91198 Cedex, France.
authors.forename: Géraldine
authors.initials: G
authors.lastname: Masson