title: The β-Silyl Effect on the Memory of Chirality in Friedel-Crafts Alkylation Using Chiral α-Aryl Alcohols.
abstract: Iron salt-catalyzed Friedel-Crafts alkylation of chiral α-aryl alcohols with a trimethylsilyl group was found to proceed with retention of the configuration of the hydroxyl group as a leaving group. The memory of chirality of this system stems from the β-silyl effect of the trimethylsilyl group on the carbocation intermediate.
authors.forename: Toshiki
authors.initials: T
authors.lastname: Nokami
authors.forename: Yu
authors.initials: Y
authors.lastname: Yamane
authors.forename: Shunsuke
authors.initials: S
authors.lastname: Oshitani
authors.forename: Jun-ka
authors.initials: JK
authors.lastname: Kobayashi
authors.forename: Shin-ichiro
authors.initials: S
authors.lastname: Matsui
authors.forename: Takashi
authors.initials: T
authors.lastname: Nishihara
authors.affiliation: §Department of Chemistry and Biology, Graduate School of Science and Engineering, Ehime University, 2-5 Bunkyo-cho, Matsuyama City 790-8577, Ehime, Japan.
authors.forename: Hidemitsu
authors.initials: H
authors.lastname: Uno
authors.forename: Shuichi
authors.initials: S
authors.lastname: Hayase
authors.forename: Toshiyuki
authors.initials: T
authors.lastname: Itoh