Abstract (Z, Z, E)-7, 11, 13-Hexadecatrienal, the major component of the sex pheromone of the citrus leaf miner Phyllocnistis citrella is efficiently and stereoselectively synthesized starting from the commercially available 6-Bromo-1-hexanol and described hereby. The synthesis of (Z, Z, E)-7, 11, 13-Hexadecatrienal was carried out by using the key step being Wittig reaction of the protected ylide using potassium tertiary butoxide a base to furnish 11Z double bond (Z)-isomer as the major product. The stereoselective formation of the 7Z double bond is formed by the stereospecific reduction of internal alkyne with sodium borohydride (PIINi). The synthetic methodology is inexpensive with its operational simplicity and it will be attractive for academic and industrial research.

中文翻译：

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(7Z,11Z,13E)-7,11,13-Hexadecatrienal 的全和收敛合成，柑橘潜叶树的主要性信息素成分，Phyllocnistis citrella

摘要 (Z, Z, E)-7, 11, 13-Hexadecatrienal，柑橘潜叶虫 Phyllocnistis citrella 的性信息素的主要成分是从市售的 6-Bromo-1-己醇开始高效立体选择性地合成并描述特此。(Z, Z, E)-7, 11, 13-十六碳三烯醛的合成是通过使用叔丁醇钾碱对受保护的叶立德进行Wittig反应以提供11Z双键(Z)-异构体作为关键步骤进行主要产品。7Z 双键的立体选择性形成是通过内部炔烃与硼氢化钠 (PIINi) 的立体有择还原形成的。该合成方法价格低廉，操作简单，对学术和工业研究具有吸引力。