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Total synthesis and absolute stereochemical assignment of kibdelone C.

ABSTRACT: Kibdelones are hexacyclic tetrahydroxanthones and potent anticancer agents isolated from an Australian microbe. Herein, we describe the synthesis of a chiral, nonracemic iodocyclohexene 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.

SUBMITTER: Sloman DL

PROVIDER: S-EPMC3134420 | biostudies-literature | 2011 Jul

REPOSITORIES: biostudies-literature

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Total synthesis and absolute stereochemical assignment of kibdelone C.

Sloman David L DL Bacon Jeffrey W JW Porco John A JA

Journal of the American Chemical Society 20110615 26

Kibdelones are hexacyclic tetrahydroxanthones and potent anticancer agents isolated from an Australian microbe. Herein, we describe the synthesis of a chiral, nonracemic iodocyclohexene 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. ...[more]

PMID: 21648477

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