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Pd(II)-Catalyzed Asymmetric Oxidative 1,2-Diamination of Conjugated Dienes with Ureas

Min-Song Wu, Tao Fan, Shu-Sen Chen, Zhi-Yong Han* and Liu-Zhu Gong*

*Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei 230026, China, Email: hanzy2014ustc.edu.cn, gonglzustc.edu.cn

M.-S. Wu, T. Fan, S.-S. Chen, Z.-Y. Han, L.-Z. Gong, Org. Lett., 2018, 20, 2485-2489.

DOI: 10.1021/acs.orglett.8b00870


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Abstract

The use of a chiral pyridine-oxazoline ligand enables a palladium(II)-catalyzed asymmetric 1,2-diamination of 1,3-dienes with readily available dialkylureas at the terminal C-C double bond to provide 4-vinylimidazolidin-2-ones in high yields and with excellent levels of enantioselectivity.


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Key Words

1,2-diamination, 2,4-dimethyl-1,4-benzoquinone


ID: J54-Y2018