Design, Synthesis, and Biological Evaluation of the Sex Pheromone of the Asian Corn Borer,<i> Ostrinia furnacalis</i> (Guenée)
作者:Zhengchang Lu、Wei Liu、Hongyu Pan、Dawei Zhang
DOI:10.1155/2018/1520939
日期:——
A convenient total synthesis of (Z)-12-tetradecenyl acetate (1a) and (E)-12-tetradecenyl acetate (1b), which are the sex pheromones of Ostrinia furnacalis (Guenee), has been achieved. The target mixture molecules, of a cis-to-trans-isomer ratio of 27 to 73, were synthesized in 40% overall yield and through [13C + 1C] synthetic strategy in five steps from commercially available and cheap industrial
(Z)-12-十四烯基乙酸酯 (1a) 和 (E)-12-十四烯基乙酸酯 (1b) 是 Ostrinia furnacalis (Guenee) 的性信息素,已实现方便的全合成。目标混合物分子的顺反异构体比例为 27 至 73,以 40% 的总收率通过 [13C + 1C] 合成策略,以市售且廉价的工业巴西磺酸为关键起始物,分五步合成材料。进行了合成性信息素对 ACB 雄性飞蛾的触角电图 (EAG) 反应。结果表明,发现目标混合物分子具有良好的活性,并在 10 至 1000 μg 范围内显示出明显更强的 EAG 反应,合成性信息素活性对 ACB 雄性的优化刺激剂量为 10 μg。与现有路线相比,