Total Synthesis of Hopeahainol A and Hopeanol

Authors

  • K. C. Nicolaou Prof. Dr.,

    1. Chemical Synthesis Laboratory & Biopolis, Institute of Chemical and Engineering Sciences (ICES), Agency for Science, Technology and Research (A*STAR), 11 Biopolis Way, The Helios Block, 03-08, Singapore 138667 (Singapore), Fax: (+1) 858-784-2469
    2. The Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 N. Torrey Pines Rd., La Jolla, CA 92037 (USA)
    3. Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, CA 92093 (USA)
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  • T. Robert Wu Dr.,

    1. Chemical Synthesis Laboratory & Biopolis, Institute of Chemical and Engineering Sciences (ICES), Agency for Science, Technology and Research (A*STAR), 11 Biopolis Way, The Helios Block, 03-08, Singapore 138667 (Singapore), Fax: (+1) 858-784-2469
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  • Qiang Kang Dr.,

    1. Chemical Synthesis Laboratory & Biopolis, Institute of Chemical and Engineering Sciences (ICES), Agency for Science, Technology and Research (A*STAR), 11 Biopolis Way, The Helios Block, 03-08, Singapore 138667 (Singapore), Fax: (+1) 858-784-2469
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  • David Y.-K. Chen Dr.

    1. Chemical Synthesis Laboratory & Biopolis, Institute of Chemical and Engineering Sciences (ICES), Agency for Science, Technology and Research (A*STAR), 11 Biopolis Way, The Helios Block, 03-08, Singapore 138667 (Singapore), Fax: (+1) 858-784-2469
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  • We thank Ms. Doris Tan (ICES) for assistance with high resolution mass spectroscopy (HRMS) measurements. Financial support for this work was provided by A*STAR, Singapore.

Abstract

Similar, but different: Possessing almost the same but not identical structures, the recently discovered natural products hopeahainol A (1) and hopeanol (2) exhibit important but differing biological properties (see structures). Their first total synthesis has now been achieved through a series of novel cascade reactions and skeletal rearrangements.

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