title: The Multiple Facets of Iodine(III) Compounds in an Unprecedented Catalytic Auto-amination for Chiral Amine Synthesis.
abstract: Iodine(III) reagents are used in catalytic one-pot reactions, first as both oxidants and substrates, then as cross-coupling partners, to afford chiral polyfunctionalized amines. The strategy relies on an initial catalytic auto C(sp(3) )-H amination of the iodine(III) oxidant, which delivers an amine-derived iodine(I) product that is subsequently used in palladium-catalyzed cross-couplings to afford a variety of useful building blocks with high yields and excellent stereoselectivities. This study demonstrates the concept of self-amination of the hypervalent iodine reagents, which increases the value of the aryl moiety.
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Université Paris-Saclay, 1, av. de la Terrasse, 91198, Gif-sur-Yvette, France.
authors.forename: Julien
authors.initials: J
authors.lastname: Buendia
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Université Paris-Saclay, 1, av. de la Terrasse, 91198, Gif-sur-Yvette, France.
authors.forename: Gwendal
authors.initials: G
authors.lastname: Grelier
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Université Paris-Saclay, 1, av. de la Terrasse, 91198, Gif-sur-Yvette, France.
authors.forename: Benjamin
authors.initials: B
authors.lastname: Darses
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Université Paris-Saclay, 1, av. de la Terrasse, 91198, Gif-sur-Yvette, France.
authors.forename: Amanda G
authors.initials: AG
authors.lastname: Jarvis
authors.affiliation: CEA, IBiTecS, Service de Chimie Bioorganique et de Marquage, 91191, Gif-sur-Yvette, France.
authors.forename: Frédéric
authors.initials: F
authors.lastname: Taran
authors.affiliation: Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Université Paris-Saclay, 1, av. de la Terrasse, 91198, Gif-sur-Yvette, France. philippe.dauban@cnrs.fr.
authors.forename: Philippe
authors.identifier: 0000-0002-1048-5529
authors.initials: P
authors.lastname: Dauban
keywords: C−H amination; cross-coupling; homogeneous catalysis; hypervalent iodine; tandem synthesis