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Copper-Catalyzed SN2'-Selective Allylic Substitution Reaction of gem-Diborylalkanes

Zhen-Qi Zhang, Ben Zhang, Xi Lu, Jing-Hui Liu, Xiao-Yu Lu, Bin Xiao* and Yao Fu*

*Department of Chemistry, University of Science and Technology of China, Hefei 230026, China, Email: binxiaoustc.edu.cn, fuyaoustc.edu.cn

Z.-Q. Zhang, B. Zhang, X. Lu, J.-H. Liu, X.-Y. Lu, B. Xiao, Y. Fu, Org. Lett., 2016, 18, 952-955.

DOI: 10.1021/acs.orglett.5b03692 (free Supporting Information)



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Abstract

In a Cu/(NHC)-catalyzed SN2'-selective substitution reaction of allylic electrophiles with gem-diborylalkanes, differently substituted gem-diborylalkanes and allylic electrophiles can be employed, and various synthetic valuable functional groups are tolerated. The use of chiral N-heterocyclic carbene (NHC) ligands enables an asymmetric version.

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Key Words

allylation, boronates


ID: J54-Y2016