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Determination of the enantiomeric composition of several insect pheromone alcohols

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Abstract

Details are given for the determination of the enantiomeric composition of several insect pheromone alcohols. The two methods used in the determination were: formation of the derivative with (+)-α-methoxy-α-trifluoromethylphenylacetyl chloride and the use of chiral lanthanide shift reagents. The five alcohols studied and their enantiomeric compositions are: sulcatol fromGnathotrichus sulcatus 65∶35 (+)/(−),trans-verbenol fromDendroctonus frontalis 60∶40 (+)/(−), 4-methyl-3-heptanol fromScolytus multistriatus 100% (−), seudenol fromDendroctonus pseudotsugae 50∶50 (+)/(−), and ipsdienol fromIps pini (Idaho) 100% (−). Determinations were done on 50–500 μg substrate.

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Plummer, E.L., Stewart, T.E., Byrne, K. et al. Determination of the enantiomeric composition of several insect pheromone alcohols. J Chem Ecol 2, 307–331 (1976). https://doi.org/10.1007/BF00988280

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