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. 2012 Aug 17;14(16):4293-6.
doi: 10.1021/ol300891k. Epub 2012 May 8.

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

Margaret A Greene  1 , Ivelina M Yonova, Florence J Williams, Elizabeth R Jarvo
Affiliations

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

Margaret A Greene et al. Org Lett. .

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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