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Iron-Catalyzed Reductive Vinylation of Tertiary Alkyl Oxalates with Activated Vinyl Halides

Yang Ye, Haifeng Chen, Ken Yao and Hegui Gong*

*School of Materials Science and Engineering, Center for Supramolecular Chemistry and Catalysis and Department of Chemistry, Shanghai University, Shanghai, China, Email: hegui_gongshu.edu.cn

Y. Ye, H. Chen, K. Yao, H. Gong, Org. Lett., 2020, 22, 2070-2075.

DOI: 10.1021/acs.orglett.0c00561



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Abstract

An efficient Fe-catalyzed cross-electrophile coupling of vinyl halides with tertiary alkyl methyl oxalates provides vinylated carbon quaternary centers with excellent functional group tolerance and broad substrate scope. A cascade radical cyclization and vinylation affords complex bicyclic and spiral structural motifs.

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Key Words

vinylation, zinc


ID: J54-Y2020