The formylated spirobyclic alcohol was computer modeled to be a mimetic of paclitaxel. In this model, the formyl group was used as a truncated paclitaxel side chain in order to reduce the computational work. Compound , carrying the paclitaxel side chain, was synthesized in six steps from optically active 1,3-diketone . Microtubule stabilization was not observed for , indicating that the model needs to be adjusted.

Two independent synthetic routes, starting from 1,3-cyclohexadione, toward the 4-hydroxy bicyclo[2.2.2]octane-2,6-dione derivative 3 are described.

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Terpenes U 0200 Spirobicyclo[2.2.2]octane Derivatives: Mimetics of Baccatin III and Paclitaxel (Taxol). -Model compound (I) is assigned by computer program and prepared for pharmacological studies. The expected microtubule stabilization, however, is not observed. -(ALMQVIST, F.; MANNER, S.; THORNQVIST, V.; BERG, U.; WALLIN, M.; FREJD*, T.; Org.