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Regio- and Trans-Selective Ni-Catalyzed Coupling of Butadiene, Carbonyls, and Arylboronic Acids to Homoallylic Alcohols under Base-Free Conditions

Yu-Qing Li, Guang Chen and Shi-Liang Shi*

*Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China, Email:

Y.-Q. Li, G. Chen, S.-L. Shi, Org. Lett., 2021, 23, 2571-2577.

DOI: 10.1021/acs.orglett.1c00488

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A practical Ni(cod)-catalyzed three-component coupling of 1,3-butadiene, carbonyl compounds, and arylboronic acids provides 1,4-disubstituted homoallylic alcohols without any external base and ligand at ambient temperature. The neutral conditions tolerate even highly base-sensitive functional groups.

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proposed mechanism

Key Words

homoallylic alcohols, allylation of arenes, multicomponent reactions

ID: J54-Y2021