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Stereoselective Total Syntheses of (−)-Flueggine A and (+)-Virosaine B

Authors

  • Dr. Hao Wei,

    1. Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen, 518055 (China)
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  • Chuang Qiao,

    1. Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen, 518055 (China)
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  • Gang Liu,

    1. Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen, 518055 (China)
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  • Prof. Dr. Zhen Yang,

    Corresponding author
    1. Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen, 518055 (China)
    2. Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and Beijing National Laboratory for Molecular Science (BNLMS), and Peking-Tsinghua Center for Life Sciences, Peking University, Beijing, 100871 (China)
    • Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen, 518055 (China)
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  • Prof. Dr. Chuang-chuang Li

    Corresponding author
    1. Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen, 518055 (China)
    • Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen, 518055 (China)
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  • This work was supported by the 973 Program (Grant nos. 2011CB512002, 2010CB833201, and 2012CB722602), the Natural Science Foundation of China (Grant nos. 21172009 and 20902007), and Shenzhen Basic Research Program (JC200903160352A, JC201005260097A, and CXB201005260053A). We also thank Profs. Wei-Cai Ye and Ying Wang of Jinan University of China for sharing the information of virosaine B.

Abstract

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Konvergenter Ansatz: Die vorgestellten Totalsynthesen von (−)-Flueggin A und (+)-Virosain B (siehe Schema) wurden in kurzer und konvergenter Weise erreicht. Wichtige Schritte in den Synthesen sind gestaffelte Ringschlussmetathesen für den schnellen Aufbau der Schlüsselintermediate und 1,3-dipolare Cycloadditionsreaktionen für die Bildung der Naturstoffe.

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