Copper-Catalyzed Enantiotopic-Group-Selective Allylation of gem-Diborylalkanes

Minjae Kim, Bohyun Park, Minkyeong Shin, Suyeon Kim, Junghoon Kim, Mu-Hyun Baik* and Seung Hwan Cho*

*Korea Advanced Institute of Science and Technology, Daejeon 34141; Pohang University of Science and Technology, Pohang 37673, Republic of Korea, Email: mbaik2805kaist.ac.kr, seunghwanpostech.ac.kr

M. Kim, B. Park, M. Shin, S. Kim, J. Kim, M.-H. Baik, S. H. Cho, J. Am. Chem. Soc., 2021, 143, 1069-1077.

DOI: 10.1021/jacs.0c11750

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Abstract

The combination of copper(I) bromide and H₈-BINOL derived phosphoramidite ligand catalyzes an enatiotopic-group-selective allylation of gem-diborylalkanes with allyl bromides to provide enantioenriched homoallylic boronate esters in good yields with high enantiomeric ratios under mild conditions.

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Key Words

alkylboronates, allylation

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ID: J48-Y2021