Traceless directing group for stereospecific nickel-catalyzed alkyl-alkyl cross-coupling reactions

Organic Letters
Margaret A GreeneElizabeth R Jarvo

Abstract

Stereospecific nickel-catalyzed cross-coupling reactions of benzylic 2-methoxyethyl ethers are reported for the preparation of enantioenriched 1,1-diarylethanes. The 2-methoxyethyl ether serves as a traceless directing group that accelerates cross-coupling. Chelation of magnesium ions is proposed to activate the benzylic C-O bond for oxidative addition.

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Jan 1, 2014·Journal of the American Chemical Society·Arkaitz CorreaRuben Martin
Dec 3, 2015·The Journal of Organic Chemistry·Jiefeng HuZhuangzhi Shi
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