title: Formation of functionalized carbocycles via base-promoted ring opening/Brook rearrangement/allylic alkylation of gamma-silyl-beta,gamma-epoxybutanenitrile followed by nitrile anion cyclization with bis-electrophiles.
abstract: Reaction of gamma-silyl-beta,gamma-epoxybutanenitrile with a base generates an alpha-nitrile carbanion derivative of 4-siloxybut-3-enenitrile, which undergoes reaction with bis-electrophiles such as 1,omega-dihaloalkanes, omega-bromo-alpha,beta-unsaturated esters, and bisenoates to provide highly functionalized carbocycles.
authors.affiliation: Department of Synthetic Organic Chemistry, Graduate School of Medical Sciences, Hiroshima University, Minami-Ku, Hiroshima 734-8551, Japan.
authors.forename: Tatsuya
authors.initials: T
authors.lastname: Matsumoto
authors.forename: Hyuma
authors.initials: H
authors.lastname: Masu
authors.forename: Kentaro
authors.initials: K
authors.lastname: Yamaguchi
authors.forename: Kei
authors.initials: K
authors.lastname: Takeda