title: Development of novel diastereoselective alkenylation of enolates using alkenylselenonium salts.
abstract: [reaction: see text] A novel alkenylation of enolates using alkenylselenonium salts is described. A reaction of lithium enolates, which were prepared in situ by the reaction of LiHMDS and carbonyl compounds, with alkenylselenonium salts gave the ethenylation products of carbonyl compounds in high yield. Diastereoselective alkenylation was also accomplished by the reaction of the enolates derived from N-acyl-1,3-oxazolidin-2-ones with the alkenylselenonium salt to afford good results (up to 92% yield and up to 95% de).
authors.affiliation: Gifu Pharmaceutical University, 6-1 Mitahora-higashi 5-chome, Gifu 502-8585, Japan.
authors.forename: Shin-Ichi
authors.initials: S
authors.lastname: Watanabe
authors.forename: Takahiro
authors.initials: T
authors.lastname: Ikeda
authors.forename: Tadashi
authors.initials: T
authors.lastname: Kataoka
authors.forename: Genzoh
authors.initials: G
authors.lastname: Tanabe
authors.forename: Osamu
authors.initials: O
authors.lastname: Muraoka