Nickel-catalyzed cross-couplings of benzylic pivalates with arylboroxines: stereospecific formation of diarylalkanes and triarylmethanes

…, HD Srinivas, S Dasgupta, MP Watson

Index: Zhou, Qi; Srinivas, Harathi D.; Dasgupta, Srimoyee; Watson, Mary P. Journal of the American Chemical Society, 2013 , vol. 135, # 9 p. 3307 - 3310

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Citation Number: 98

Abstract

We have developed a stereospecific nickel-catalyzed cross-coupling of benzylic pivalates with arylboroxines. The success of this reaction relies on the use of Ni (cod) 2 as the catalyst and NaOMe as a uniquely effective base. This reaction has broad scope with respect to the arylboroxine and benzylic pivalate, enabling the synthesis of a variety of diarylalkanes and triarylmethanes in good to excellent yields and ee's.