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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 7, Number 6
BKCSDE 7(6)
June 20, 1986

Title	Synthesis of (Z)-, and (E)-8-Dodecen-1-yl Acetate, The Sex Pheromone of the Oriental Fruit Moth, Grapholitha Molesta by Stereochemical Control in Wittig Olefination
Author	Suk-Ku Kang*, Jung-Hawn Kim, Yaung-Chul Shin
Keywords
Abstract	Stereochemical control of the Wittig reaction of the primary aldehyde, 8-acetoxyoctan-1-al (7) with the nonstabilized alkylide, triphenylphosphonium n-butylide (6), was achieved by controlling the reaction conditions including solvent, temperature and inorganic salts. These conditions can be applied to the direct sythesis of the mixture of (Z)-, and (E)-8-dodecen-1-yl acetate, the sex pheromone of the oriental fruit moth, Grapholitha molesta. The primary aldehyde, 8-acetoxyoctan-1-al (7) was synthesized from 1,8-octanediol which is cheap and readily available.
Page	453 - 457
Full Text	PDF

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