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589coupling  1 .    carbon-carbon coupling   , (Z)-     .   Sinezu      Z-  (Z)-3-hepten-1-ol  Grignard reagent1-bromo-7-chloropentane coupling .   (Z)-3-hepten-1-ol      1  .    (E)-  cis-   (Z)-8-dodecen-1-yl acetate  .    1       100% Z             .   cis-   cis-1,8-dibromo-4-octene (4)    1,5-cyclooctadiene   .

The Stereospecific Synthesis of Oriental Fruit Moth (Grapholita molesta)Sex Pheromone Using Cis-1,8-dibromo-4-octene