Chemoselective silylzincation of functionalized terminal alkynes using dianion-type zincate (SiBNOL-Zn-ate): regiocontrolled synthesis of vinylsilanes.
A regio- and chemoselective silylzincation reaction of various functionalized alkynes was developed using a newly designed dianion-type zincate. Silylzincation of terminal alkynes, followed by electrophilic trapping, proved to be a powerful tool for the one-pot, regiocontrolled generation of trisubstituted functionalized alkenes. The functionalized vinylzincate intermediate also undergoes copper- and palladium-catalyzed C-C bond-forming reactions in high yields and with high regio- and chemoselectivities.
Nakamura
Shinji
S
Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Uchiyama
Masanobu
M
Ohwada
Tomohiko
T