title: exo- and enantioselective cycloaddition of azomethine ylides generated from N-alkylidene glycine esters using chiral phosphine-copper complexes.
abstract: High diastereo- and enantioselectivities were obtained for the asymmetric 1,3-dipolar cycloaddition of azomethine ylides generated from N-alkylideneglycine esters with dipolarophiles using chiral phosphine-copper complexes as catalysts. Whereas the cycloaddition of azomethine ylides catalyzed by metal salts generally afforded endo-adducts as the predominant product, the present method is the first example of an exo-selective cycloaddition. [reaction: see text]
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan.
authors.forename: Yoji
authors.initials: Y
authors.lastname: Oderaotoshi
authors.forename: Wenji
authors.initials: W
authors.lastname: Cheng
authors.forename: Shintaro
authors.initials: S
authors.lastname: Fujitomi
authors.forename: Yukihiro
authors.initials: Y
authors.lastname: Kasano
authors.forename: Satoshi
authors.initials: S
authors.lastname: Minakata
authors.forename: Mitsuo
authors.initials: M
authors.lastname: Komatsu