A facile synthesis of the sex pheromone of Grapholitha molesta

Autor: Feng-lan Huang, Jian-ping Yong, Shu-zhen Bai, Jiu-ming Li
Rok vydání: 2012
Předmět:
Zdroj: Chemistry of Natural Compounds. 48:103-105
ISSN: 1573-8388
0009-3130
DOI: 10.1007/s10600-012-0168-6
Popis: The sex pheromone of Grapholitha molesta, (Z/E)-8-dodecylen-1-ol acetate, was easily synthesized in an overall yield of 41.5% with 1,8-octanediol as starting material via mono-esterification, PCC oxidation, and Witting reactions. The Z/E ratio is 83:17. Configuration transformation of Z/E 83:17 compound with sodium nitrite and nitric acid resulted in the production of a compound with Z/E 24:76. The products were confirmed by IR, 1H NMR, and MS spectral data.
Databáze: OpenAIRE