title: Asymmetric synthesis of diamine derivatives via sequential palladium and rhodium catalysis.
abstract: The use of a bifunctional nitrogen nucleophile and an allyl carbonate starting material in successive enantioselective palladium- and diastereoselective rhodium-catalyzed reactions enables the rapid assembly of unique amino aziridine products. Further elaboration of these materials affords complex, stereodefined polyamine architectures, thus demonstrating the power of these combined methods for simplifying asymmetric C-N bond construction.
authors.affiliation: Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA. bmtrost@stanford.edu
authors.forename: Barry M
authors.initials: BM
authors.lastname: Trost
authors.forename: Sushant
authors.initials: S
authors.lastname: Malhotra
authors.forename: David E
authors.initials: DE
authors.lastname: Olson
authors.forename: Autumn
authors.initials: A
authors.lastname: Maruniak
authors.forename: J
authors.initials: J
authors.lastname: Du Bois
mesh_terms: D000498:Allyl Compounds / Q000737:chemistry; D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods*; D003959:Diamines / Q000737:chemistry*; D008024:Ligands; D008956:Models, Chemical; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry; D010100:Oxygen / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D011073:Polyamines / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry
chemical_list: D000498:Allyl Compounds; D003959:Diamines; D008024:Ligands; D011073:Polyamines; D012997:Solvents; D010165:Palladium; D012238:Rhodium; D009584:Nitrogen; D010100:Oxygen