Synthesis of (±)-Bicolorin, the Aggregation Pheromone of Beech Bark Beetle Taphrorychus Bicolor

摘要

A new procedure was proposed for the synthesis of (±)-bicolorin, the aggregation pheromone of beech bark beetle Taphrorychus bicolor. Following the proposed procedure, readily accessible ethyl levulinate ethylene acetal was converted in three preparative steps into 1,5-dimethyl-6,8-dioxabicyclo[3.2.1]-octan-2-one which was subjected to Wittig olefination and subsequent homogeneous hydrogenation.