7 SYNTHESIS OF CYCLOPENTANOID NATURAL PRODUCTS
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I. Tricyclo[3,3,0,0^<2,8>]octanones as Building Blocks in Natural Products Synthesis: Synthesis of Chrysomelidial and Dehydrologanin Aglycone. Tricyclo[3,3,0,0^<2,8>]octanone was transformed with formic acid or p-toluenesulfonic acid into functionalized bicyclo[3,3,0]octanone, which has a distinguishable functional group in each five membered ring and can be led into cyclopentanoid natural products via the selective conversion of the functional group. We have applied this versatile intermediate towards some of the cyclopentanoid monoterpens. II. Synthetic Study of Optical Active Quadrone In 1978 R. L. Ranieri and G. J. calton described the isolation and characterization of an antineoplastic agent, quadrone; a substance which possesses a highly compacted tetracyclic structure and exhibits cytotoxic activity. Herein, we described synthetic approach to quadrone from optical active monoterpen, fenchone.
