title: Catalytic imine-imine cross-coupling reactions.
abstract: We report here efficient catalytic imine-imine cross-coupling reactions based on an umpolung strategy; an imine bearing a 9-fluorenyl moiety on its nitrogen atom, which acted as a nucleophile, reacted with another imine to afford an imine-imine cross-coupling adduct in high yield. Furthermore, a chiral guanidine acted as a chiral catalyst for these coupling reactions, and optically active 1,2-diamines were obtained in high yields with high enantioselectivities.
authors.affiliation: Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan. shu_kobayashi@chem.s.u-tokyo.ac.jp.
authors.forename: Masatoshi
authors.initials: M
authors.lastname: Matsumoto
authors.forename: Masashi
authors.initials: M
authors.lastname: Harada
authors.forename: Yasuhiro
authors.initials: Y
authors.lastname: Yamashita
authors.forename: Shū
authors.initials: S
authors.lastname: Kobayashi
mesh_terms: D002384:Catalysis; D006146:Guanidines / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D009584:Nitrogen / Q000737:chemistry; D013237:Stereoisomerism; D047090:beta-Lactams / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D006146:Guanidines; D007097:Imines; D047090:beta-Lactams; D009584:Nitrogen