Journal of Organic Chemistry p. 2332 - 2338 (1984)
Update date:2022-08-04
Topics:
Millar, Jocelyn G.
Oehlschlager, Allan C.
Three macrolide aggregation pheromones for Cryptolestes pusillus, Cryptolestes turcicus, and Oryzaephilus mercator were synthesized stereoselectively from acyclic precursors.The first, 13-methyl-(5Z,8Z)-tridecadienolide (I), is an aggregation pheromone for C. turcicus and had been tentatively identified previously in Phoracantha synonyma.The second, 11-methyl-(3Z,6Z)-undecadienolide (II), is an aggregation pheromone for O. mercator.The third, (3Z,6Z)-dodecadienolide (III) is an aggregation pheromone for O. mercator and is also slightly attractive to C. pusillus.The racemic and enantiomeric forms of I were synthesized.
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