1609197-52-5Relevant academic research and scientific papers
Catalytic asymmetric synthesis of the Colorado potato beetle pheromone and its enantiomer
Li, Shuo-Ning,Fang, Ling-Lan,Zhong, Jiang-Chun,Shen, Jun-Jian,Xu, Hao,Yang, Yan-Qing,Hou, Shi-Cong,Bian, Qing-Hua
, p. 591 - 595 (2014)
An efficient catalytic asymmetric synthesis of the CPB pheromone [(S)-1,3-dihydroxy-3,7-dimethyl-6-octen-2-one] and its enantiomer was accomplished with 99% ee and in gram quantities from geraniol. The key steps in this procedure involve Sharpless asymmetric epoxidation and recrystallization of the 4-bromobenzoate from the CPB pheromone to improve its enantiomeric purity. Furthermore, the absolute configuration of the CPB pheromone enantiomer was confirmed as (R) for the first time by the X-ray crystallographic structure of its benzoate.
