Copper‐Catalyzed Enantioselective Markovnikov Protoboration of α‐Olefins Enabled by a Buttressed N‐Heterocyclic Carbene Ligand |
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| Authors: | Yuan Cai Xin‐Tuo Yang Dr Shuo‐Qing Zhang Feng Li Yu‐Qing Li Lin‐Xin Ruan Prof?Dr Xin Hong Prof?Dr Shi‐Liang Shi |
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| Institution: | 1. State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, China;2. University of Chinese Academy of Sciences, Beijing, China;3. Department of Chemistry, Zhejiang University, Hangzhou, China |
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| Abstract: | Reported is a highly enantioselective copper‐catalyzed Markovnikov protoboration of unactivated terminal alkenes. A variety of simple and abundant feedstock α‐olefins bearing a diverse array of functional groups and heterocyclic substituents can be used as substrates, and the reaction proceeds under mild reaction conditions at ambient temperature to provide expedient access to enantioenriched alkylboronic esters in good regioselectivity and with excellent enantiocontrol. Critical to the success of the protocol was the development and application of a novel, sterically hindered N‐heterocyclic carbene, (R,R,R,R)‐ANIPE, as the ligand for copper. |
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| Keywords: | asymmetric synthesis copper ligand design N-heterocyclic carbenes olefins |
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