Chemoenzymatic Synthesis of Stegobinone and Stegobiol, Components of the Natural Sex Pheromone of the Drugstore Beetle (Stegobium paniceum L.) (Eur. J. Org. Chem. 1/2012)



The cover picture shows drugstore beetles (Stegobium paniceum) abandoning their wooden tunnel nests to urgently follow the female-produced sex pheromone. The chemoenzymatic stereoselective synthesis of the two components of the natural sex pheromone of the drugstore beetle was achieved by using ketoreductases in the key steps. Crystalline stegobinone was obtained free of its 1′-epimer, which is strongly repellent to Stegobium paniceum. The authors thank the young architect George Orfanopoulos for the graphical design. The photographs of the drugstore beetle were taken from under permission of Details of the chemoenzymatic synthesis of the sex pheromone are discussed in the Short Communication by D. Kalaitzakis and I. Smonou on p. 43 ff.

original image