INSECT PHEROMONES AND THEIR ANALOGUES XL. SYNTHESIS OF DODEC-3Z-EN-11RS-OLIDE (FERRULACTONE II - A RACEMIC ANALOGUE OF A COMPONENT OF THE AGGREGATION PHEROMONE OF Cryptolestes ferrugineus

Article abstract of DOI:10.1007/BF00630261

A new route, based on the partial ozonolysis of ω-acetyl derivatives of alk-1-en-4-ynes, is proposed for the synthesis of 11RS-hydroxydodec-3Z-enoic acid, the cyclization of which gives dodec-3Z-en-11RS-olide (ferrulactone II) - a racemic analogue of one of the macrolide components of the aggregation pheromone of the rust-red grain beetle.