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KOAc-Catalyzed One-Pot Three-Component 1,3-Dipolar Cycloaddition of α-Diazo Compounds, Nitrosoarenes, and Alkenes: An Approach to Functionalized Isoxazolidines

Xing Li*, Tao Feng, Dongjun Li, Honghong Chang, Wenchao Gao, Wenlong Wei

*College of Biomedical Engineering, Taiyuan University of Technology, 79 West Yingze Street, Taiyuan 030024, People’s Republic of China, Email:

X. Li, T. Feng, D. Li, H. Chang, W. Gao, W. Wei, J. Org. Chem., 2019, 84, 4402-4412.

DOI: 10.1021/acs.joc.9b00299 (free Supporting Information)

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A direct, highly efficient KOAc-catalyzed one-pot three-component reaction of readily accessible diazo compounds, nitrosoarenes, and alkenes provides functionalized isoxazolidines in high yields. The reaction offers cheap and readily available catalyst and starting materials, excellent functional group compatibility, wide substrate scope, and excellent chemo-, regio-, and diastereoselectivities.

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Key Words

isoxazolidines, multicomponent reactions

ID: J42-Y2019