title: Catalytic enantioselective N-nitroso aldol reaction of γ,δ-unsaturated δ-lactones.
abstract: A catalytic asymmetric N-nitroso aldol reaction of γ,δ-didehydro-δ-lactones with nitrosoarenes was achieved using chiral tin dibromide as the chiral precatalyst and sodium ethoxide as the base precatalyst in the presence of ethanol. Optically active α-hydroxyamino ketones with up to 99% ee were regioselectively obtained in moderate to high yields from various δ-aryl-substituted γ,δ-didehydro-δ-valerolactones and o-substituted nitrosoarenes.
authors.affiliation: Department of Chemistry, Graduate School of Science, Chiba University , Chiba 263-8522, Japan.
authors.forename: Akira
authors.initials: A
authors.lastname: Yanagisawa
authors.forename: Takeo
authors.initials: T
authors.lastname: Fujinami
authors.forename: Yu
authors.initials: Y
authors.lastname: Oyokawa
authors.forename: Takuya
authors.initials: T
authors.lastname: Sugita
authors.forename: Kazuhiro
authors.initials: K
authors.lastname: Yoshida