Asymmetric synthesis of (R)-2,6-dimethylhept-5-en-1-ol, sex pheromone of acarid mites, Tyreophagus sp. (Astigmata: Acaridae)

Many acrid mites are significant pests that damage crops and grain warehouses, and (R)-2,6-dimethylhept-5-en-1-ol is the main component of the sex pheromone of the acrid mite Tyreophagus sp. Here, the chiral tertiary carbon center of this sex pheromone was constructed by Evans chiral auxiliary method for the first time, and the asymmetric synthesis of this pheromone was completed by a six-step reaction of Wittig coupling, LiOH hydrolysis, methylation, and NaBH₄ reduction using methyl glutarate as the raw material.