The norsesquiterpene lactone, platyphyllide has been synthesized in 8 steps in 23% overall yield via the Diels–Alder adduct of 2-(4-methylpent-3-enyl)furan with dimethyl acetylenedicarboxylate, the 3-substituted phthalic diester, and an o-formylbenzamide. An intramolecular ene reaction established the skeleton, and the final step involved inversion of configuration at the benzylic site.
T. Ho and M. Ho, J. Chem. Soc., Perkin Trans. 1, 1999, 1823 DOI: 10.1039/A902410G
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