A General Catalytic Allylation Using Allyltrimethoxysilane
Shingo Yamasaki, Kunihiko Fujii, Reiko Wada, Motomu Kanai and Masakatsu Shibasaki*
*Graduate School of Pharmaceutical Sciences, The University of Tokyo, Tokyo
113-0033, Japan, Email: mshibasa
mol.f.u-tokyo.ac.jp
S. Yamasaki, K. Fujii, R. Wada, M. Kanai, M. Shibasaki, J. Am. Chem. Soc., 2002, 124, 6536-6537.
DOI: 10.1021/ja0262582 (free Supporting Information)
Abstract
A general and mild CuCl-TBAT-catalyzed allylation of aldehydes, ketones, and imines was developed using allyltrimethoxysilane as the allylating reagent. Mechanism studies indicated that the copper alkoxide, allylfluorodimethoxysilane, and allyltrimethoxysilane are essential to promote the reaction efficiently.
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Key Words
Hosomi-Sakurai Reaction, Homoallylic Amines, Homoallylic Alcohols
Catalytic Enantioselective Allylboration of Ketones
R. Wada, K. Oisaki, M. Kanai, M. Shibasaki, J. Am. Chem. Soc., 2004, 126, 8910-8911.
DOI: 10.1021/ja0262582 (free Supporting Information)
ID: J48-Y2002-1130
