SYNTHETIC STUDIES ON LYCORICIDINE AND RELATED COMPOUNDS. II. TOTAL SYNTHESIS OF (.+-.)-LYCORICIDINE

The first total synthesis of (±)-lycoricidine and confirmation of its full structure were established. In the synthesis of a key compound, 4H-r, 1H-trans, 2H-cis, 10bH-trans, -1-(2'-tetrahydropyranyloxy)-2-hydroxy-8, 9-methylenedioxy-1, 2, 4a, 10b-tetrahydro-6 (5H)-phenanthridone (14), Sharpless's procedure for preparation of allyl alcohols from epoxides using selenophenolate and hydrogene peroxide was applied.