Chemoselective silylzincation of functionalized terminal alkynes using dianion-type zincate (SiBNOL-Zn-ate): regiocontrolled synthesis of vinylsilanes

S Nakamura, M Uchiyama…

Index: Nakamura, Shinji; Uchiyama, Masanobu; Ohwada, Tomohiko Journal of the American Chemical Society, 2004 , vol. 126, # 36 p. 11146 - 11147

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Citation Number: 48

Abstract

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 CC bond- ...