4.8 Article

Total Synthesis and Absolute Stereochemical Assignment of Kibdelone C

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 133, Issue 26, Pages 9952-9955

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja203642n

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Funding

  1. National Institutes of Health [R01 CA137270]
  2. Merck Research Laboratories

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Kibdelones are hexacyclic tetrahydroxanthones and potent anticancer agents isolated from an Australian microbe. Herein, we describe the synthesis of a chiral, nonracemic iodocydohexene carboxylate EF ring fragment of the kibdelones employing an intramolecular iodo halo-Michael aldol reaction and its merger with an ABCD ring fragment to afford the congener kibdelone C.

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