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 (free Supporting Information)
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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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