Palladium-catalyzed regio- and stereoselective hydrosilylation of electron-deficient alkynes

Organic Letters
Yuto SumidaTakamitsu Hosoya

Abstract

Highly regio- and stereoselective hydrosilylation applicable to a broad range of electron-deficient alkynes has been established using palladium catalysis. The synthetic utility of the method has been demonstrated by further transformations of α-silylalkenes, particularly Hiyama coupling and stereoinverting iododesilylation followed by Suzuki-Miyaura coupling, which enables stereodivergent syntheses of α-arylenoates.

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Citations

Apr 11, 2017·Dalton Transactions : an International Journal of Inorganic Chemistry·Hosein TafazolianJoseph A R Schmidt
Dec 15, 2015·Chemical Communications : Chem Comm·Rapolu Kiran Kumar, Xihe Bi
Mar 20, 2014·Angewandte Chemie·Roscoe T H LinstadtBruce H Lipshutz
Nov 9, 2012·Angewandte Chemie·Kazunobu IgawaKatsuhiko Tomooka
Jun 21, 2012·Organic Letters·Douglas A Rooke, Eric M Ferreira
Sep 24, 2020·Organic Letters·Zi-Lu WangYun-He Xu
Mar 9, 2013·Organic Letters·Hui Zhou, Christina Moberg
Apr 21, 2018·Chemical Reviews·Irina P BeletskayaMiguel Yus

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