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Nickel-Catalyzed Asymmetric Intramolecular Reductive Heck Reaction of Unactivated Alkenes

Feiyan Yang, Youxiang Jin, Chuan Wang*

*Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, P. R. China, Email:

F. Yang, Y. Jin, C. Wang, Org. Lett., 2019, 21, 6909-6913.

DOI: 10.1021/acs.orglett.9b02577

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An asymmetric Ni-catalyzed intramolecular reductive Heck reaction of unactivated alkenes tethered to aryl bromides provides various benzene-fused cyclic compounds bearing a quaternary stereogenic center in good to excellent yields and high enantioselectivities. A mechanism involves an enantiodetermining migratory insertion and a subsequent protonation with water or alcoholic solvents.

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proposed mechanism

Key Words

indanes, Zn

ID: J54-Y2019