Studies toward the total synthesis of 10-hydroxyasimicin.

Steven V. Ley, Darren J. Dixon, Gillian L. Nattrass, Elena Diez-Martin

    Research output: Chapter in Book/Report/Conference proceedingConference contribution

    Abstract

    The Annonaceous acetogenins are a growing class of natural products possessing remarkable biol. properties. Among this family of bioactive mols. is a subclass contg. a characteristic bis-THF subunit. These derivs. show potent in vitro activity and selectivity against various cancer cell lines. Our strategy for the synthesis of the bis-THF motif involves implementation of our BDA methodol. to install four of the six required stereocenters. Sharpless asym. dihydroxylation introduces the remaining stereogenic centers and subsequent intramol. Williamson cyclisation results in the stereoselective construction of the bis-THF core. Recent progress in the application of this methodol. towards the synthesis of 10-hydroxyasimicin (1) will be presented. [on SciFinder (R)]
    Original languageEnglish
    Title of host publicationAbstracts of Papers, 225th ACS National Meeting, New Orleans, LA, United States, March 23-27, 2003
    Publication statusPublished - 2003

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