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Rhodium-Catalyzed C=N Bond Formation through a Rebound Hydrolysis Mechanism and Application in β-Lactam Synthesis

Long Chen, Linxing Zhang, Ying Shao, Guangyang Xu, Xinhao Zhang*, Shengbiao Tang, Jiangtao Sun*

*Peking University Shenzhen Graduate School, Shenzhen 518055; Changzhou University, Changzhou 213164, China, Email: zhangxinhaopku.edu.cn, jtsuncczu.edu.cn

L. Chen, L. Zhang, Y. Shao, G. Xu, X. Zhang, S. Tang, J. Sun, Org. Lett., 2019, 21, 4124-4127.

DOI: 10.1021/acs.orglett.9b01312 (free Supporting Information)



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Abstract

A rhodium-catalyzed reaction of N-hydroxyanilines with diazo compounds provides α-imino esters. Furthermore, a three-component reaction enables the synthesis of highly functionalized β-lactams in good yields and diastereoselectivities.

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Key Words

imines


ID: J54-Y2019