title: Vicinal diamination of alkenes under Rh-catalysis.
abstract: The synthesis of 1,2-diamines has been achieved through a single-step, tandem sequence involving Rh-catalyzed aziridination followed by NaI-promoted rearrangement to an isomeric cyclic sulfamide. Facile ring opening of these products in hot water and pyridine affords differentially protected vicinal diamines. Demonstration of the utility of this method for the syntheses of (±)-enduracididine and (±)-allo-enduracididine is highlighted.
authors.affiliation: Department of Chemistry, Stanford University , Stanford, California 94305-5080, United States.
authors.forename: David E
authors.initials: DE
authors.lastname: Olson
authors.forename: Justin Y
authors.initials: JY
authors.lastname: Su
authors.forename: D Allen
authors.initials: DA
authors.lastname: Roberts
authors.forename: J
authors.initials: J
authors.lastname: Du Bois
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000586:Amination; D002384:Catalysis; D003959:Diamines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*
chemical_list: D000475:Alkenes; D003959:Diamines; D009942:Organometallic Compounds; D012238:Rhodium