Issue 54, 2014

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

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.

Graphical abstract: Synthesis of multi-substituted vinylsilanes via copper(i)-catalyzed hydrosilylation reactions of allenes and propiolate derivatives with silylboronates

Supplementary files

Article information

Article type
Communication
Submitted
07 Mar 2014
Accepted
15 May 2014
First published
15 May 2014

Chem. Commun., 2014,50, 7195-7197

Author version available

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

Y. Xu, L. Wu, J. Wang and T. Loh, Chem. Commun., 2014, 50, 7195 DOI: 10.1039/C4CC01722F

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