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Nickel-Catalyzed Ligand-Controlled Regioselective Allylic Alkenylation of Allylic Alcohols with Easily Accessible Alkenyl Boronates: Synthesis of 1,4-Dienes

Xuye Wu, Mei Yang, Yuanhong Liu*

*State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, P. R. China, Email: yhliusioc.ac.cn

X. Wu, M. Yang, Y. Liu, Org. Lett., 2023, 25, 8782-8786.

DOI: 10.1021/acs.orglett.3c03219


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Abstract

A nickel-catalyzed direct reaction of allylic alcohols with easily accessible alkenyl boronates provides valuable 1,4-dienes with high regio- and stereoselectivity in good to excellent yields, wide substrate scope, and functional group compatibility. The proper choice of ancillary ligands is highly important for this reaction.


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proposed mechanism



Key Words

1,4-dienes


ID: J54-Y2023