The synthesis of ambrettolide (cis-hexadec-7-enolide) and its trans-stereoisomer is accomplished from threo-9,10,18-trihydroxyoctadecanoic acid (phloionolic acid derived from cork)via a high-yielding seven-stage synthesis. Since phloionolic acid has recently been obtained from cork in reasonable yield, the latter may be a commercial starting material for the preparation of ambrettolide.
V. Sanz and E. Seoane, J. Chem. Soc., Perkin Trans. 1, 1982, 1837 DOI: 10.1039/P19820001837
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