title: Catalytic Enantioselective Reaction of α-Aminoacetonitriles Using Chiral Bis(imidazoline) Palladium Catalysts.
abstract: The catalytic enantioselective reaction of diphenylmethylidene-protected α-aminoacetonitriles with imines has been developed. Good yields and diastereo- and enantioselectivities were observed for the reaction of various imines using chiral bis(imidazoline)/Pd catalysts. The reaction of α-aminonitriles with di-tert-butyl azodicarboxylate afforded chiral α,α-diaminonitriles in high yields with high enantioselectivities.
authors.affiliation: Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555 (Japan) http://www.ach.nitech.ac.jp/∼organic/nakamura/index.html.
authors.forename: Masaru
authors.initials: M
authors.lastname: Kondo
authors.affiliation: Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555 (Japan) http://www.ach.nitech.ac.jp/∼organic/nakamura/index.html.
authors.forename: Tomoki
authors.initials: T
authors.lastname: Nishi
authors.affiliation: Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043 (Japan).
authors.forename: Tsubasa
authors.initials: T
authors.lastname: Hatanaka
authors.affiliation: Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043 (Japan).
authors.forename: Yasuhiro
authors.initials: Y
authors.lastname: Funahashi
authors.affiliation: Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555 (Japan) http://www.ach.nitech.ac.jp/∼organic/nakamura/index.html. snakamur@nitech.ac.jp.
authors.forename: Shuichi
authors.initials: S
authors.lastname: Nakamura
mesh_terms: D000607:Aminoacetonitrile / Q000737:chemistry*; D002384:Catalysis; D048288:Imidazolines / Q000737:chemistry*; D008958:Models, Molecular; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D048288:Imidazolines; D000607:Aminoacetonitrile; D010165:Palladium
keywords: asymmetric catalysis; diastereoselectivity; palladium; silver; synthetic methods