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Highly Diastereoselective Synthesis of γ-Lactams Enabled by Photoinduced Deaminative [3 + 2] Annulation Reaction

Chengcheng Shi, Lin Guo, Han Gao, Mengqi Luo, Chao Yang* and Wujiong Xia*

*State Key Lab of Urban Water Resource and Environment, School of Science, Harbin Institute of Technology, Shenzhen, Guangdong 518055, China, Email: xyyanghit.edu.cn, xiawjhit.edu.cn

C. Shi, L. Guo, H. Gao, M. Luo, C. Yang, W. Xia, Org. Lett., 2022, 24, 4365-4370.

DOI: 10.1021/acs.orglett.2c01565



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Abstract

A photoinitiated deaminative [3 + 2] annulation reaction of N-aminopyridinium salts with alkenes provides functionalized γ-lactams. This transformation shows good functional group tolerance as well as excellent diastereoselectivity.

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proposed mechanism



Key Words

γ-lactams, photochemistry


ID: J54-Y2022