title: Catalytic asymmetric synthesis of vicinal diamine derivatives through enantioselective N-allylation using chiral pi-allyl Pd-catalyst.
abstract: [reaction: see text] N-monoallylation of meso-vicinal diamine bistrisylamides using a chiral pi-allyl-Pd catalyst proceeded in an enantioselective manner (up to 90% ee) to give desymmetrization products in good yields. The product was converted to the known sigma-receptor agonist in short steps. In addition, the present catalytic asymmetric N-allylation was applied to kinetic resolution of racemic-diamide.
authors.affiliation: Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan.
authors.forename: Osamu
authors.initials: O
authors.lastname: Kitagawa
authors.forename: Kanako
authors.initials: K
authors.lastname: Yotsumoto
authors.forename: Mitsuteru
authors.initials: M
authors.lastname: Kohriyama
authors.forename: Yasuo
authors.initials: Y
authors.lastname: Dobashi
authors.forename: Takeo
authors.initials: T
authors.lastname: Taguchi
mesh_terms: D002384:Catalysis; D003959:Diamines / Q000138:chemical synthesis* / Q000494:pharmacology; D007202:Indicators and Reagents; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D017480:Receptors, sigma / Q000819:agonists*; D013237:Stereoisomerism
chemical_list: D003959:Diamines; D007202:Indicators and Reagents; D017480:Receptors, sigma; D010165:Palladium