title: Highly regioselective coupling reactions of allylic and propargylic alcohol derivatives with gamma,gamma-dialkoxyallylic zirconium species via Zr-to-Cu transmetalation.
abstract: In the presence of CuCN, reaction of gamma,gamma-dialkoxyallylic zirconium species 4, generated in situ by treating triethyl orthoacrylate with zirconocene-butene complex, with allylic and propargylic phosphates proceeded at the alpha-position of 4 in a highly SN2'-selective manner to give the corresponding 5-alkenoates and 4,5-alkadienoates, respectively. In the present Cu(I)-mediated coupling reaction, the gamma,gamma-dialkoxyallylic zirconium species 4 serves as a synthetically useful homoenolate anion equivalent of propionate.
authors.affiliation: Tokyo Women's Medical University, 8-1 Kawada-cho, Shinjuku-ku, Tokyo 162-8666, Japan.
authors.forename: Azusa
authors.initials: A
authors.lastname: Sato
authors.forename: Hisanaka
authors.initials: H
authors.lastname: Ito
authors.forename: Takeo
authors.initials: T
authors.lastname: Taguchi