Synthesis of bridgehead hydroxy bicyclo[2.2.2]octane derivatives.

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.

Spirobicyclo[2.2.2]octane derivatives: mimetics of baccatin III and paclitaxel (Taxol).

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 .