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  • Synthesis of multi-substituted vinylsilanes via copper(I)-catalyzed hydrosilylation reactions of allenes and propiolate derivatives with silylboronates.

Synthesis of multi-substituted vinylsilanes via copper(I)-catalyzed hydrosilylation reactions of allenes and propiolate derivatives with silylboronates.

Chemical communications (Cambridge, England) (2014-05-29)
Yun-He Xu, Liu-Hai Wu, Jun Wang, Teck-Peng Loh
ABSTRACT

An efficient and general copper(I)-catalyzed method for the synthesis of multi-substituted vinylsilanes is reported. Multi-substituted allenes with electron-withdrawing groups and propiolate derivatives reacted well with (dimethylphenylsilyl)boronic acid pinacol ester to afford silyl-substituted butenoate derivatives and β-silyl-substituted acrylate derivatives, respectively. The corresponding products could be obtained in moderate to high yields and with good to excellent stereoselectivities.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
(Dimethylphenylsilyl)boronic acid pinacol ester, 95%