Synthesis of the Originally Proposed Structure of Palmerolide C

Authors

  • Dr. Gordon J. Florence,

    Corresponding author
    1. EaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews, KY16 9ST (UK), Fax: (+44) 1334-463808
    • EaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews, KY16 9ST (UK), Fax: (+44) 1334-463808===

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  • Joanna Wlochal

    1. EaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews, KY16 9ST (UK), Fax: (+44) 1334-463808
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Abstract

original image

A stereoselective synthesis of the proposed structure of palmerolide C (1), a cytotoxic marine macrolide isolated from the Antarctic tunicate Synoicum adareanum, utilizes a convergent carbonyl-based coupling strategy to construct the C1–C24 carbon skeleton (see scheme). Compound 1 was shown to be a diastereomer of palmerolide C, and the structural revision of the natural product is proposed.

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