Nickel-Catalyzed Cross Couplings of Benzylic Ammonium Salts and Boronic Acids: Stereospecific Formation of Diarylethanes via C-N Bond Activation

作者:Maity Prantik; Shacklady McAtee Danielle M; Yap Glenn P A; Sirianni Eric R; Watson Mary P*
来源:Journal of the American Chemical Society, 2013, 135(1): 280-285.
DOI:10.1021/ja3089422

摘要

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.

  • 出版日期2013-1-9