title: Asymmetric Addition of Alkyllithium to Chiral Imines: alpha-Naphthylethyl Group as a Chiral Auxiliary.
abstract: The diastereoselective nucleophilic addition of alkyllithium to N-alkylidene-alpha-naphthylethylamine was carried out. In the presence of Lewis acids or Lewis bases, organolithiums reacted smoothly with imines to give the corresponding amines in high stereoselectivity (up to 100% de). Furthermore, the resulting optically active amines were found to be useful for asymmetric reactions as chiral ligands.
authors.affiliation: Faculty of Pharmaceutical Sciences, Chiba University, 1-33, Yayoi-cho, Inage-ku, Chiba-shi 263-8522, Japan.
authors.forename: Hideki
authors.initials: H
authors.lastname: Yamada
authors.forename: Tomohiko
authors.initials: T
authors.lastname: Kawate
authors.forename: Atsushi
authors.initials: A
authors.lastname: Nishida
authors.forename: Masako
authors.initials: M
authors.lastname: Nakagawa