4.8 Article

Synthesis of Chiral Triarylmethanes Bearing All-Carbon Quaternary Stereocenters: Catalytic Asymmetric Oxidative Cross-Coupling of 2,2-Diarylacetonitriles and (Hetero)arenes

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 59, 期 8, 页码 3053-3057

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201912739

关键词

asymmetric catalysis; nitrile; oxidative C-H functionalization; quaternary stereocenter; triarylmethane

资金

  1. National Science Foundation of China [21722204, 21971148, 21432003]

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A direct and enantioselective oxidative cross-coupling of racemic 2,2-diarylacetonitriles with electron-rich (hetero)arenes has been described, which allows for efficient construction of triarylmethanes bearing all-carbon quaternary stereocenters with excellent chemo- and enantioselectivity. The reaction has an excellent functional group tolerance, and exhibits a broad scope with respect to both 2,2-diarylacetonitrile and (hetero)arene components. The rich chemistry of the cyano group allows for facile synthesis of other valuable chiral triarylmethanes bearing all-carbon quaternary centers that are otherwise difficult to access.

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