Nickel-catalyzed cross couplings of benzylic ammonium salts and boronic acids: stereospecific formation of diarylethanes via C-N bond activation.

Nickel-catalyzed cross couplings of benzylic ammonium salts and boronic acids: stereospecific formation of diarylethanes via C-N bond activation.
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DOI:
10.1021/ja3089422
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发表时间:
2013-01-09
影响因子:
15
通讯作者:
Watson, Mary P.
Watson, Mary P.
中科院分区:
化学1区
文献类型:
--
作者:
Maity, Prantik;Shacklady-McAtee, Danielle M.;Yap, Glenn P. A.;Sirianni, Eric R.;Watson, Mary P.

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We have developed a nickel-catalyzed cross coupling of benzylic ammonium triflates with aryl boronic acids to afford diarylmethanes and diarylethanes. This reaction proceeds under mild reaction conditions and with exceptional functional group tolerance. Further, it transforms branched benzylic ammonium salts to diarylethanes with excellent chirality transfer, offering a new strategy for the synthesis of highly enantioenriched diarylethanes from readily available chiral benzylic amines.
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