Trimedlure enantiomers: Differences in attraction for mediterranean fruit fly,Ceratitis capitata (Wied.) (Diptera: Tephritidae).

The most biologically active enantiomer of trimedlure, a synthetic lure attractive to male Mediterranean fruit flies, is the 1S,2S,4R enantiomer of isomer C, the fert-butyl ester of ris-4-chloro-trans-2-methylcyclohexanecarboxylic acid. We also determined that the 1R,2R,5S enantiomer of isomer A is significantly more attractive than its optical antipode. Essential differences in the current synthetic work that are critical to possible commercialization of this preparation are detailed herein.