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Nickel-Catalyzed Carboalkenylation of 1,3-Dienes with Aldehydes and Alkenylzirconium Reagents: Access to Skipped Dienes

Cheng-Gang Wang, Yunxing Zhang, Simin Wang, Bin Chen*, Yang Li, Hai-Liang Ni, Yuanji Gao, Ping Hu, Bi-Qin Wang and Peng Cao*

*College of Chemistry and Materials Science, Sichuan Normal University, Chengdu 610066, China, Email: binchensicnu.edu.cn, cao_pengoutlook.com

C.-G. Wang, Y. Zhang, S. Wang, B. Chen, Y. Li, H.-L. Ni, Y. Gao, P. Hu, B.-Q. Wang, P. Cao, Org. Lett., 2021, 23, 535-541.

DOI: 10.1021/acs.orglett.0c04059 (free Supporting Information)


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Abstract

A regio- and stereoselective nickel-catalyzed three-component coupling reaction of aldehydes, 1,3-dienes, and alkenylzirconium afforded skipped diene compounds bearing various functionals and heterocyclic groups. The products were readily transformed into structurally diverse polyenes.

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Key Words

1,4-dienes, homoallylic alcohols, multicomponent reaction


ID: J54-Y2021