Pd-Catalyzed Asymmetric Decarboxylative Cycloaddition of Vinylethylene Carbonates with Imines

Lei Yang, Ajmal Khan, Renfeng Zheng, Long Yi Jin and Yong Jian Zhang*

*School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China, Email: yjiansjtu.edu.cn

L. Yang, A. Khan, R. Zhen, L. Y. Jin, Y. J. Zhang, Org. Lett., 2015, 17, 6230-6233.

DOI: 10.1021/acs.orglett.5b03218

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Abstract

A palladium complex generated in situ from [Pd₂(dba)₃]·CHCl₃ and a phosphoramidite ligand catalyzes an efficient enantioselective synthesis of 4-substituted-4-vinyloxazolidines through decarboxylative cycloaddition of vinylethylene carbonates with imines under mild reaction conditions in very good yields with high levels of enantio- and diastereoselectivities.

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Key Words

oxazolidines

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ID: J54-Y2015