Phosphine-Catalyzed Domino Reaction for the Synthesis of Conjugated 2,3-Dihydrofurans from Allenoates and Nazarov Reagents

Authors

  • Peizhong Xie,

    1. State Key Laboratory and Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23503627
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  • Wenqing Lai,

    1. State Key Laboratory and Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23503627
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  • Zhishuai Geng,

    1. State Key Laboratory and Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23503627
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  • Prof. Dr. You Huang,

    Corresponding author
    1. State Key Laboratory and Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23503627
    • State Key Laboratory and Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23503627

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  • Prof. Dr. Ruyu Chen

    1. State Key Laboratory and Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23503627
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Abstract

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A new domino reaction for Nazarov reagents: An efficient approach was developed for the construction of highly functionalized conjugated 2,3-dihydrofuran skeletons. Nazarov reagents were used for the first time in a phosphine-catalyzed domino reaction and successfully used to construct five-membered ring compounds using alcohol as the solvent. DFT calculations indicate that alcohol is essential for the catalysis of the [1,2]-proton transfer.

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