title: Tandem base-promoted ring opening/brook rearrangement/allylic alkylation of O-silyl cyanohydrins of beta-silyl-alpha,beta-epoxyaldehydes.
abstract: [reaction: see text]. Metalated O-silyl cyanohydrins of beta-silyl-alpha,beta-epoxyaldehyde have been found to serve as functionalized homoenolate equivalents by a tandem sequence involving a base-promoted ring opening of the epoxide, Brook rearrangement, and alkylation of the resulting allylic anion.
authors.affiliation: Institute of Pharmaceutical Sciences, Faculty of Medicine, Hiroshima University, 1-2-3 Kasumi, Minami-Ku, Hiroshima 734-8551, Japan. takedak@hiroshima-u.ac.jp
authors.forename: Kei
authors.initials: K
authors.lastname: Takeda
authors.forename: Eiji
authors.initials: E
authors.lastname: Kawanishi
authors.forename: Michiko
authors.initials: M
authors.lastname: Sasaki
authors.forename: Yuji
authors.initials: Y
authors.lastname: Takahashi
authors.forename: Kentaro
authors.initials: K
authors.lastname: Yamaguchi