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Synthesis of Multi-Substituted Vinylsilanes via copper(I)-catalyzed Hydrosilylation Reactions of Allenes and Propiolate Derivatives With Silylboronates

Yun-He Xu, Liu-Hai Wu, Jun Wang, Teck-Peng Loh

Chem Commun (Camb). 2014 Jul 11;50(54):7195-7.

PMID: 24867646

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP185990038 (Dimethylphenylsilyl)boronic acid pinacol ester (Dimethylphenylsilyl)boronic acid pinacol ester 185990-03-8 Price
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