Stereoselective synthesis of stiophilate and sitophilure

Article abstract of DOI:10.1016/S0957-4166(96)00455-7

Synthesis of sitophilate 6, the male-produced aggregation pheromone of the granary weevil, has been achieved with an overall yield of 46% from 1 in high enantiomeric and diastereomeric purity. From sitophilate, sitophilure 8, aggregation pheromone of the rice weevil and maize weevil, was prepared in a four-step synthesis without any racemization.