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Synthesis of Chiral Triarylmethanes Bearing All-Carbon Quaternary Stereocenters: Catalytic Asymmetric Oxidative Cross-Coupling of 2,2-Diarylacetonitriles and (Hetero)arenes |
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| Authors: | Zehua Wang Yasheng Zhu Xiaoguang Pan Gang Wang Prof. Dr. Lei Liu |
| Affiliation: | 1. School of Chemistry and Chemical Engineering, Shandong University, Jinan, 250100 P. R. China These authors contributed equally to this work.;2. School of Pharmaceutical Sciences, Shandong University, Jinan, 250012 P. R. China These authors contributed equally to this work.;3. School of Pharmaceutical Sciences, Shandong University, Jinan, 250012 P. R. China;4. School of Chemistry and Chemical Engineering, Shandong University, Jinan, 250100 P. R. China |
| Abstract: | 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. |
| Keywords: | Asymmetrische Katalyse Nitrile Oxidative C-H-Funktionalisierung Quartäre Stereozentren Triarylmethan |