Cobalt-Catalyzed Z to E Geometrical Isomerization of 1,3-Dienes

Wei Wang, Shuying He, Yuqing Zhong, Jianhui Chen*, Cheng Cai, Yanshu Luo and Yuanzhi Xia*

*College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China, Email: cjhwzu.edu.cn, xyzwzu.edu.cn

W. Wang, S. He, Y. Zhong, J. Chen, C. Cai, Y. Luo, Y. Xia, J. Org. Chem., 2022, 87, 4712-4723.

DOI: 10.1021/acs.joc.1c03164

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Abstract

The combination of a CoCl₂ precatalyst with an amido-diphosphine-oxazoline ligand catalyzes the geometrical isomerization of E/Z mixtures of 1,3-dienes to afford (E) isomers in high stereoselectivity. This facile transformation offers a broad substrate scope with good functional group tolerance and could be scaled up to gram scale.

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proposed mechanism

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Key Words

1,3-Dienes, Isomerizations of Alkenes

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ID: J42-Y2022