| Abstract: | A three-stage method has been developed for the stereoselective synthesis of (±)-cis-tetradec-5-en-4-olide — the racemate of the sex pheromone of the Japanese beetlePopillia japonica C. The key reactions used were the stereoselective cis reduction of a triple bond with the aid of heterogeneous hydrogenation catalysts (zinc-copper couple, nickel boride, Lindlar catalyst) and the radical lactonization of conjugated systems by the action of acetic acid in the presence of manganese acetate.Institute of Organic Chemistry, Academy of Sciences of the Armenian SSR, Erevan. All-Union Scientific-Research Institute of Chemical Agents for Plant Protection. Tartu State University. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 98–102, January–February, 1984. |
