Insect pheromones and their analogues. IX. Stereospecific synthesis of (Z)-dodeca-9, 11-dienyl acetate, a component of the sex pheromone of the cotton bollworm …

…, VN Odinokov, FA Selimov, UM Dzhemilev…

文献索引：Balezina, G. G.; Ishmuratov, G. Yu.; Odinokov, V. N.; Selimov, F. A.; Dzhemilev, U. M.; Tolstikov, G. A. Chemistry of Natural Compounds, 1984 , vol. 20, # 3 p. 354 - 357 Khimiya Prirodnykh Soedinenii, 1984 , vol. 20, # 3 p. 378 - 382

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摘要

Abstract A method has been developed for the stereospecific synthesis of (Z)-dodeca-9, 11- dienyl acetate, a component, together with the corresponding (E) isomer, of the sex pheromone of the red cotton bollworm moth, that is based on the coupling of vinylacetylene with either 8-hydroxyoctanal or 8-bromooctan-1-ol to form a C 12 enynic compound in which the acetylenic bond is then reduced stereospecifically with 9-borabicyclo [3.3. 1] nonane.