【摘要】 以香茅醛为起始原料 ,首先与丙酮进行羟醛缩合反应 ,继而在金属锌的存在下与α -溴乙酸乙酯进行Reformatskii反应得到目标碳链 ,然后再经水解、酯化和醚化 ,最终成功地全合成了具有保幼激素活性的昆虫生长调节剂ZR - 5 15及其异构体 ,即 11-甲氧基 - 3,7,11-三甲基 - (2E ,4E) -十二碳二烯酸异丙酯。其中具有较高生物活性的 (2E ,4E) -异构体 (ZR - 5 15 )的含量达 5 6 %。各步所合成化合物的结构经IR、MS、1HNMR证实。更多还原

【Abstract】 Dimethylundeca-3,9-dien-2-one was prepared from the starting material citronellal reacting with acetone via aldol condensation, followed by reacting with α-bromoethyl acetate in the presence of Zn through Reformatskii reaction to obtain target chain. After hydrolysis, esterification and etherification, the isomeric products, isopropy-11-methoxy-3,7,11-trimethy1-(2E,4E)-dodecadienoate, which possess juvenile hormone activity, were succeededly synthesized, in which the (2E,4E)-stereoisomer ZR-515, which showed considerably higher activity than other isomers, amounted to 56 %. The structures of all compounds in each step were confirmed by()~1H NMR、 IR and MS.更多还原