Abstract
A concise and efficient synthesis of the aggregation pheromone of Cryptolestes ferrugineus, Ferrulactone II, and its enantiomer has been developed. The synthetic route features CBS reduction, the zipper reaction, a copper(I)-catalyzed coupling, stereoselective partial hydrogenation, Yamaguchi esterification, and the Mitsunobu inversion reaction. The structures and absolute configurations of both enantiomers of the target pheromone were confirmed by NMR, HRMS, specific rotation, and ECD spectroscopy. This study provides a reliable supply of material for further biological evaluation.