Grape berry moth pheromone

Biotechnical control systems are beginning to make their appearance in the agrochemical marketplace One potential commercial application of a pheromone insect control agent is that of the grape berry moth pheromone produced by Shin-Etsu Chemical Company and investigated in the field by Dennehy and Roelofs (10,11). Before petitions could be filed, it was necessary that an analytical method for the two components Z-9-dodecen-l-yl acetate and Z-11-tetradecen-l-yl acetate (Z-9-DDA and Z-ll-TDA) in and on grapes be developed, and further, that residue determinations be conducted on samples from the cited field study ... 

Behavioral and Hormonal Chemicals. Sex pheromones, which attract pests to traps, are used effectively to control some insect pests, like the grape berry moth (46) and cabbage looper. With other Insect pests, sex pheromones have been effectively used to monitor the size of pest insect populations to determine when pesticide treatments should be made. 

The most effective application technique for lepidopteran species is to permeate the atmosphere with synthetic pheromone, and to thereby prevent olfactory communication and mate finding. The mating disruption technique has been successfully applied in Europe to three lepidopteran insects from horticultural crops codling moth Cydia pomonella, and the grape berry moths Eupoecilia ambiguella and Lobesia botrana [132, 133]. 

The pheromone of the grape berry moth is indicated below. How could this compound be prepared from a related alkyne. Would the ester functional group be affected by the reaction conditions ... 

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