Asymmetric Hydroalkynylation of Norbornadienes Promoted by Chiral Iridium Catalysts

Authors

  • Prof. Dr. Bao-Min Fan,

    Corresponding author
    1. Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan University of Nationalities, Kunming, 650500 (China)
    • Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan University of Nationalities, Kunming, 650500 (China)
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  • Qing-jing Yang,

    1. Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan University of Nationalities, Kunming, 650500 (China)
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  • Jun Hu,

    1. Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan University of Nationalities, Kunming, 650500 (China)
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  • Cai-ling Fan,

    1. Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan University of Nationalities, Kunming, 650500 (China)
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  • Si-feng Li,

    1. Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan University of Nationalities, Kunming, 650500 (China)
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  • Lu Yu,

    1. Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan University of Nationalities, Kunming, 650500 (China)
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  • Dr. Chao Huang,

    1. Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan University of Nationalities, Kunming, 650500 (China)
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  • Wing Wai Tsang,

    1. State Key Laboratory of Chirosciences, Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Hong Kong (Hong Kong)
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  • Prof. Dr. Fuk Yee Kwong

    Corresponding author
    1. State Key Laboratory of Chirosciences, Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Hong Kong (Hong Kong)
    • State Key Laboratory of Chirosciences, Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Hong Kong (Hong Kong)
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  • We thank the National Natural Science Foundation of China (21162040, 20902080) and RGC (PolyU 5010/11P), SKL for financial support.

Abstract

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Across bonds: The first successful iridium-catalyzed asymmetric hydroalkynylation of nonpolar alkenes with good to excellent enantioselectivity is described (see scheme; cod=1,5-cyclooctadiene, DCE=1,2-dichloroethane). This catalytic system exhibits good functional group compatibility as NH2, OH, Br, F, and SiMe3 groups remain intact during the reaction.

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