title: Enantioselective palladium-catalyzed diamination of alkenes using N-fluorobenzenesulfonimide.
abstract: An enantioselective Pd-catalyzed vicinal diamination of unactivated alkenes using N-fluorobenzenesulfonimide as both an oxidant and a source of nitrogen is reported. The use of Ph-pybox and Ph-quinox ligands afforded differentially protected vicinal diamines in good yields with high enantioselectivities. Mechanistic experiments revealed that the high enantioselectivity arises from selective formation of only one of four possible diastereomeric aminopalladation products of the chiral Pd complex. The aminopalladation complex was characterized by X-ray crystallography.
authors.affiliation: Department of Chemistry, University of Washington, Box 351700, Seattle, Washington 98195-1700, USA.
authors.forename: Erica L
authors.initials: EL
authors.lastname: Ingalls
authors.forename: Paul A
authors.initials: PA
authors.lastname: Sibbald
authors.forename: Werner
authors.initials: W
authors.lastname: Kaminsky
authors.forename: Forrest E
authors.initials: FE
authors.lastname: Michael