Efficient Total Synthesis of (S)-Dihydroresorcylide, a Bioactive Twelve-Membered Macrolide

Authors

  • Li Zhang,

    1. State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China
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  • Wenquan Ma,

    1. Biomedical Science Park of Weifang, Weifang National High-Tech Industrial Development Zone, Weifang, Shandong 261205, China
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  • Lili Xu,

    1. Biomedical Science Park of Weifang, Weifang National High-Tech Industrial Development Zone, Weifang, Shandong 261205, China
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  • Fei Deng,

    Corresponding author
    1. State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China
    • State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China, Tel.: 0086-021-50805813; Fax: 0086-021-50805813
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  • Yuewei Guo

    Corresponding author
    1. State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China
    • State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China, Tel.: 0086-021-50805813; Fax: 0086-021-50805813
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Abstract

The efficient synthesis of (S)-dihydroresorcylide (1a) along with trans-resorcylide dimethyl ether (2b), was achieved in linear 9 steps from commercially available orcinol monohydrate (6) with esterification, carbonylation, and ring-closing metathesis (RCM) as the key steps in the synthetic sequence.

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