title: Asymmetric conjugate hydrocyanation of α,β-unsaturated N-acylpyrroles with the Ru(phgly)2(binap)-CH3OLi catalyst system.
abstract: Asymmetric conjugate hydrocyanation of α,β-unsaturated carboxylic acid derivatives catalyzed by a Ru[(S)-phgly]2[(S)-binap]-CH3OLi system was examined. The N-acylpyrrole gave the best result in terms of reactivity and enantioselectivity. A series of substrates with alkyl or heterosubstituted alkyl groups at the β-position reacted with a substrate-to-catalyst molar ratio of 200-2000 to afford the β-cyano products in the range of 88%->99% ee. The mode of enantioselection in the hydrocyanation was proposed.
authors.affiliation: Division of Chemical Process Engineering and Frontier Chemistry Center, Faculty of Engineering, Hokkaido University , Sapporo, Hokkaido 060-8628, Japan.
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Sakaguchi
authors.forename: Nobuhito
authors.initials: N
authors.lastname: Kurono
authors.forename: Kohei
authors.initials: K
authors.lastname: Yamauchi
authors.forename: Takeshi
authors.initials: T
authors.lastname: Ohkuma
mesh_terms: D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry*; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry*; D009570:Nitriles / Q000737:chemistry*; D011758:Pyrroles / Q000737:chemistry*; D012428:Ruthenium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D056831:Coordination Complexes; D009281:Naphthalenes; D009570:Nitriles; D011758:Pyrroles; D012428:Ruthenium; D008094:Lithium