Abstract
The synthesis of Taxol 1 and Solanoeclepin A 148 has been attracted chemist’s attention in recent three decades, due to the challenge to construct those poly-carbocyclic sub-structures. Taxol 1 and its derivatives 2, 3, and 4 are known as the potent agents against a wide range of tumor cells. Solanoeclepin A 148, on the other hand, shows a significant hatch-stimulating activity towards the potato cyst nematodes. In this thesis, we have focused on the construction of twelve-membered carbocyclic substructure and seven-membered carbocyclic substructure of bicylic tetraene 25 and tetracyclic diene 231, respectively. The complexation of dicobalthexacarbonyl group played important roles not only in bending the molecule to suitable orientation to bring the moieties closer, but also using Nicholas effect and further Hosomi-Sakurai reaction and Prins-ene/halo reaction induced by Lewis acid to complete the synthesis of tetraene 25 and diene 231 frameworks.