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Enantioselective Copper-Catalyzed Defluoroalkylation Using Arylboronate-Activated Alkyl Grignard Reagents

Minyan Wang, Xinghui Pu, Yunfei Zhao, Panpan Wang, Zexian Li, Chendan Zhu and Zhuangzhi Shi*

*State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China, Email:

M. Wang, X. Pu, Y. Zhao, P. Wang, Z. Li, C. Zhu, Z. Shi, J. Am. Chem. Soc., 2018, 140, 9061-9065.

DOI: 10.1021/jacs.8b04902

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A copper-catalyzed enantioselective defluoroalkylation of linear 1-(trifluoromethyl)alkenes with arylboronate-activated alkyl Grignard reagents provides various gem-difluoroalkenes. Tetraorganoborate complexes generated in situ were the key reactive species for this transformation.

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Key Words

alkenyl halides, allylation

ID: J48-Y2018