TOTAL SYNTHESIS OF (-DACTYLOL VIA A NOVEL [3+5]-ANNULATION APPROACH())

(+)-Dactylol (1) has been synthesized from the known (R)-3-methyl-2-me thylenecyclopentanone (20) in six steps. The key step in the synthesis involves a regioselective and stereoselective [3 + 5] annulation to a fford a tricyclic ether, which upon suitable functional group manipula tion was opened to provide the natural product.