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Cooperative N-Heterocyclic Carbene/Palladium-Catalyzed Umpolung 1,4-Addition of Vinyl Bromides to Enals

Bo Ling, Wenjun Yang, Yan-En Wang and Jianyou Mao*

*School of Chemistry and Molecular Engineering, Nanjing Tech University, 30 South Puzhu Road, Nanjing 211816, P.R. China, Email:

B. Ling, W. Yang, Y.-E. Wang, J. Mao, Org. Lett., 2020, 22, 9603-9608.

DOI: 10.1021/acs.orglett.0c03654

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NHC/palladium cooperative catalysis enables a highly stereoselective umpolung 1,4-addition of vinyl bromides to enals to provide various valuable γ,δ-unsaturated carbonyl derivatives in excellent yields. The NHC acts as both organocatalyst and ligand for palladium.

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Key Words

1,4-addition, vinylation

ID: J54-Y2020