Nickel-Catalyzed Alkylation or Reduction of Allylic Alcohols with Alkyl Grignard Reagents

Bo Yang and Zhong-Xia Wang*

*CAS Key Laboratory of Soft Matter Chemistry and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China, Email: zxwangustc.edu.cn

B. Yang, Z.-X. Wang, J. Org. Chem., 2020, 85, 4772-4784.

DOI: 10.1021/acs.joc.0c00008

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Abstract

The use of Ni(dppe)Cl₂ as catalyst resulted in the cross-coupling of allylic alcohols with primary alkyl Grignard reagents and cyclopropylmagnesium bromide, whereas Ni(PCy₃)₂Cl₂ and dcype led to the reduction of allylic alcohols in the presence of alkyl Grignard reagents. Secondary alkyl Grignard reagents except cyclopropylmagnesium bromide always led to reduction of allylic alcohols.

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Key Words

allylation

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ID: J42-Y2020