Abstract
Seven new methyl-branched hydrocarbons were synthesized, which were the pheromone candidates of the female Korean apricot wasp (Eurytoma maslovskii). They are (Z)-15-methyl-7-nonacosene (1), (Z)-17-methyl-7-hentriacontene (2), 3,7-dimethylheptacosane (3), 8,12-dimethyltriacontane (4), 8,18-dimethyltriacontane (5), 3,7,11-trimethylnonacosane (6), and 3,7,17-trimethylnonacosane (7). All of them were synthesized as stereoisomeric mixtures, employing short and simple routes. Hydrocarbon 7 was synthesized via 4,8-dimethyldecanal (71, tribolure), the red flour beetle pheromone. The hydrocarbons 1,2,3 and 6 were identified by GC–MS analysis as the components (with unknown stereochemistry) of the female-specific secretion of E. maslovskii.
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