A Concise Total Synthesis of Amphidinin B

Authors

  • Dongdong Wu,

    1. Laboratory of Asymmetric Catalysis and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang 310027, China
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  • Jinlong Wu,

    1. Laboratory of Asymmetric Catalysis and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang 310027, China
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  • Wei-min Dai

    Corresponding author
    1. Laboratory of Asymmetric Catalysis and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang 310027, China
    2. Laboratory of Advanced Catalysis and Synthesis, Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China
    • Laboratory of Asymmetric Catalysis and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang 310027, China
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Abstract

A concise total synthesis of amphidinin B, a cytotoxic linear dicarboxylic acid associated with amphidinolide T marine macrolides, has been accomplished from the 19-membered cycloalkene intermediates designed for diverted total synthesis of amphidinolide T1 and T3–T5. The 1H and 13C NMR spectra of the synthesized amphidinin B in C6D6 and CDCl3 were compared with those for the natural and synthetic forms reported in the literature, showing solvent-dependence of the 1H and 13C NMR signals of amphidinin B in C6D6 and CDCl3.

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