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Enantioselective Nickel-Catalyzed Reductive Aryl/Alkenyl-Cyano Cyclization Coupling to All-Carbon Quaternary Stereocenters

Zi-Hao Chen, Rui-Ze Sun, Fei Yao, Xu-Dong Hu, Long-Xue Xiang, Hengjiang Cong and Wen-Bo Liu*

*College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei 430072, China, Email: wenboliuwhu.edu.cn

Z.-H. Chen, R.-Z. Sun, F. Yao, X.-D. Hu, L.-X. Xiang, H. Cong, W.-B. Liu, J. Am. Chem. Soc., 2022, 144, 4776-4782.

DOI: 10.1021/jacs.2c01237


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Abstract

Enantioenriched CN-containing all-carbon quaternary stereocenters can be assembled by desymmetrizing cyclization of aryl/alkenyl halide-tethered malononitriles. The use of a silane reductant is crucial to the enantioselectivity and reactivity.

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proposed mechanism



Key Words

indanones, tetralones, DEMS


ID: J48-Y2022