title: Cinchona alkaloid amides/dialkylzinc catalyzed enantioselective desymmetrization of aziridines with phosphites.
abstract: The first highly enantioselective desymmetrization of aziridines with phosphites has been developed. Excellent yields and enantioselectivities were observed for the reaction with various aziridines using a new class of readily accessible chiral catalysts derived from 9-amino-9-deoxy-epi-cinchona alkaloids. In studies probing the reaction mechanism, we observed some complexes for the cinchona alkaloid amide-Zn(II) by ESI-MS analysis.
authors.affiliation: Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology Gokiso, Showa-ku, Nagoya 466-8555, Japan.
authors.forename: Masashi
authors.initials: M
authors.lastname: Hayashi
authors.forename: Noriyuki
authors.initials: N
authors.lastname: Shiomi
authors.forename: Yasuhiro
authors.initials: Y
authors.lastname: Funahashi
authors.forename: Shuichi
authors.initials: S
authors.lastname: Nakamura
mesh_terms: D000577:Amides / Q000737:chemistry*; D001388:Aziridines / Q000737:chemistry*; D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry; D017905:Phosphites / Q000737:chemistry*; D013237:Stereoisomerism; D015032:Zinc / Q000737:chemistry
chemical_list: D000577:Amides; D001388:Aziridines; D002930:Cinchona Alkaloids; D009942:Organometallic Compounds; D063065:Organophosphonates; D017905:Phosphites; D015032:Zinc