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Traceless Directing Group for Stereospecific Nickel-Catalyzed Alkyl−Alkyl Cross-Coupling Reactions
Journal article   Peer reviewed

Traceless Directing Group for Stereospecific Nickel-Catalyzed Alkyl−Alkyl Cross-Coupling Reactions

Margaret A Greene, Ivelina M Yonova, Florence J Williams and Elizabeth R Jarvo
Organic letters, Vol.14(16), pp.4293-4296
08/17/2012
DOI: 10.1021/ol300891k
PMID: 22568515

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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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