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NBS/DBU-Promoted One-Pot Three-Component Cycloaddition of Malonic Acid Derivatives, Nitrosoarenes, and Alkenes: Synthesis of Isoxazolidines

Xing Li*, Leijie Zheng, Xiaolei Gong, Honghong Chang, Wenchao Gao and Wenlong Wei

*Department of Biomedical Engineering, Taiyuan University of Technology, 79 West Yingze Street, Taiyuan 030024, People’s Republic of China, Email: lixingtyut.edu.cn

X. Li, L. Zheng, X. Gong, H. Chang, W. Gao, W. Wei, J. Org. Chem., 2021, 86, 1096-1107.

DOI: 10.1021/acs.joc.0c02567 (free Supporting Information)



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Abstract

A general DBU/NBS-mediated one-pot three-component cycloaddition reaction of easily accessible malonic acid derivatives, nitrosoarenes, and alkenes provides direct access to highly functionalized isoxazolidine derivatives with very good yields, broad functional group tolerance, and excellent regio- and diastereo-selectivities under mild conditions.


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proposed reaction pathway



Key Words

Isoxazolidines, multicomponent reactions, NBS


ID: J42-Y2021