INSECT PHEROMONES AND THEIR ANALOGUES XLIII. CHIRAL PHEROMONES FROM (S)-(+)-3,7-DIMETHYLOCTA-1,6-DIENE 3. SYNTHESIS OF (4R)-4-METHYLNONAN-1-OL - SEX PHEROMONE OF Tenebrio molitor AND ITS RACEMIC ANALOGUE

Article abstract of DOI:10.1007/BF00630443

Starting from the readily available enantiomerically enriched (S)-(+)-3,7-dimethylocta-1,6-diene (ee ca. 50percent), we have synthesized (4R)-4-methylnonan-1-ol - the sex pheromone of the yellow mealworm bettle Tenebrio molitor L.A scheme for synthesizing the racemic analogue of the pheromone from 4-methyltetrahydropyran has been developed.