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Stereoselective and Atom-Economic Alkenyl C-H Allylation/Alkenylation in Aqueous Media by Iridium Catalysis

Yinhua Huang*, Liangyao Xu, Feifei Yu, Wenzhou Shen, Xiunan Lu, Liyuan Ding, Liangjun Zhong*, Guofu Zhong and Jian Zhang*

*Hangzhou Normal University, Hangzhou 311121, China, Email:,,

Y. Huang, L. Xu, F. Yu, W. Shen, X. Lu, L. Ding, L. Zhong, G. Zhong, J. Zhang, J. Org. Chem., 2020, 85, 7225-7237.

DOI: 10.1021/acs.joc.0c00619

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An iridium-catalyzed directed olefinic C-H allylation and alkenylation of NH-Ts acrylamides in water provides various 1,4- and 1,3-diene skeletons. This practical and atom-economic reaction tolerated a wide scope of substrates under simple reaction conditions and enabled successful gram-scale preparation. Furthermore, an asymmetric synthesis of 1,4-dienes was achieved.

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Key Words


ID: J42-Y2020