Organocatalytic Multiple Cascade Reactions: A New Strategy for the Construction of Enantioenriched Tetrahydrocarbazoles

Authors

  • Yi-Ju Cao,

    1. Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, People's Republic of China, Fax: (+86) 27-6786-2041
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  • Hong-Gang Cheng,

    1. Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, People's Republic of China, Fax: (+86) 27-6786-2041
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  • Liang-Qiu Lu,

    1. Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, People's Republic of China, Fax: (+86) 27-6786-2041
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  • Ji-Ji Zhang,

    1. Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, People's Republic of China, Fax: (+86) 27-6786-2041
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  • Ying Cheng,

    1. Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, People's Republic of China, Fax: (+86) 27-6786-2041
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  • Jia-Rong Chen,

    Corresponding author
    1. Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, People's Republic of China, Fax: (+86) 27-6786-2041
    • Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, People's Republic of China, Fax: (+86) 27-6786-2041
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  • Wen-Jing Xiao

    Corresponding author
    1. Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, People's Republic of China, Fax: (+86) 27-6786-2041
    • Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, People's Republic of China, Fax: (+86) 27-6786-2041
    Search for more papers by this author

Abstract

A novel cascade Friedel–Crafts alkylation/Michael addition/aromatization reaction of 2-vinylindoles with α,β-unsaturated aldehydes has been developed for the construction of functionalized tetrahydrocarbazoles. The products were obtained in up to 97% yield and with excellent stereoselectivities (ee up to>99%, dr up to>99:1).

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