title: Enantioselective hydrocyanation of N-protected aldimines.
abstract: Enantioselective hydrocyanation of N-benzyloxycarbonyl aldimines catalyzed by a Ru[(S)-phgly](2)[(S)-binap]/C(6)H(5)OLi system or a bimetallic complex [Li{Ru[(S)-phgly](2)[(S)-binap]}]Cl affords the amino nitriles in 92-99% ee. The reaction is carried out in tert-C(4)H(9)OCH(3) with a substrate-to-catalyst molar ratio in the range of 500-5000 at -20 to 0 °C. Primary, secondary, and tertiary alkyl imines as well as the aryl and heteroaryl substrates are smoothly cyanated to produce the desired products in high yield.
authors.affiliation: Division of Chemical Process Engineering, Faculty of Engineering, Hokkaido University, Sapporo, Hokkaido 060-8628, Japan.
authors.forename: Masato
authors.initials: M
authors.lastname: Uemura
authors.forename: Nobuhito
authors.initials: N
authors.lastname: Kurono
authors.forename: Takeshi
authors.initials: T
authors.lastname: Ohkuma
mesh_terms: D002384:Catalysis; D003485:Cyanates / Q000737:chemistry*; D006865:Hydrogenation; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D003485:Cyanates; D007097:Imines