Vine moth

Hydroboration/protonolysis of ( )-enynes completes a route to (E, Z)-dienes. For example, the ( )-enyne generated in Figure B4.6 was converted into (IE, 9Z)-7,9-dodecadien-l-yl acetate (a natural sex pheromone of the European grape vine moth Lobesia botrana) by hydroboration with Sia2BH followed by acetic acid protonolysis (Equation B4.7). 

Many insect pheromones have conjugated cis, trans-diene system l52, l53). The versatility of these reactions is exemplified in the synthesis of many natural products l53-154, 55 In Eq. 99, the four step synthesis of a natural sex pheromone of the European grape vine moth (Lobesia botrana), (7E, 9Z)-7,9-dodecadien-l-yl acetate, is illustrated 155). 

European grape vine moth (Lohesia botrana), IE, 9Z)-7,9-dodecadien-l-yl acetate, is illustrated... 

Negishi and Abramovitch have described an extremely elegant use of two generations of Brown chemistry in the four-step synthesis of the insect sex pheromone of the European grape vine moth Lobesia botrana, (7E,9Z)-dodeca-7,9-dien-l-yl acetate (101). The now familiar acetylene zipper reaction converts (102) into (103), the terminal acetylene (103) produced being then coupled via the borane (104) to give the ( )-dodec-7-en-9-yn-l-yl acetate (105) in >99% isomeric purity and in 70% yield. Hydroboration then leads to the desired product (Scheme 26). 

The pheromones of the vine moths (Eupoecilia ambiguella and Lobesia botrana) are typical for the sex attractants used by the large families of tortrix moths (Tortricidae) and owlet moths (Noctuidae) (Fig. 8.78). 

Coupling of EAD to GC was first achieved in 1969, and further developed in 1975 in studies on the sex pheromone of the European grape vine moth. The use of capillary columns allowed a continuous stream of the GC effluent on to the antenna, which had previously not been possible. The GC effluent can be split between the EAD and an EID allowing the correlation of biological response to identified compounds (Figure 12). Recent studies on the Egyptian armyworm found that the use of the whole insect provides better results than the use of the excised head, or the antenna, and showed that as little as 15 pg of compound could be detected. 

Write the product obtained by the catalytic hydrogenation of the sex pheromone of the European vine moth at atmospheric pressure using PtO and hydrogen gas. 

Roelofs, W., j. Kochansky, R. Card6, H. Arn, and S. Rauscher Sex attractant of the grape vine moth, Lobesia botrana. Mitt. Schweiz. Entomol. Gesellsch. 43,71—73 (1973). 

Control Plant potatoes early harvest early use heavy mulch to prevent cracked, dry soil, which exposes potato tubers to attack at harvest, destroy cull potatoes and infested vines before nightfall adult moths lay eggs on culls left out overnight. 

Protection Offered Use bands to protect trees, vines, and shrubs from ants, codling moth and gypsy moth caterpillars, cutworms, leaf beetles, snails and slugs, and other pests that make daily trips along the trunk. 

GV. See Granulosis viruses Gypsophila, 112-13 Gypsophila paniculata, 112 Gypsophila repens, 112-13 Gypsy moths, 295,295 Betula and, 43 BTK for, 459 chestnut and, 69 Fagus and, 96 Gleditsia and, 107 manual control of, 430 neem for, 477 Picea and, 182 Quercus and, 193,194 on trees, shrubs, and vines,... 

Uses Control of over wintering of aphids, psyllids, ermine moths, winter moths, scale insects and spider mites on prone fruit, control on insects in vines, annual broadleaved weeds in cereals, maize, legumes, etc. 

Torant CL, Percut Tetranychus spp., P. ulmi, Eriophyid mites, esp. Calepitrimerus vitis grape berry moth Vines, vegetables strawberries, ornamentals and roses (Percut) SC containing 200 g L- clofentezine + 40 g L bifenthrin... 

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