Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Stereoselective Synthesis of (7Z, 11E)-7, 11-Hexadecadien-1-yl Acetate, Sex Pheromone of the Angoumois Grain Moth

  • Kang, Suk-Ku (Department of Chemistry, Sung Kyun Kwan University, Natural Science Campus) ;
  • Yoo, Kyung-Ok (Department of Chemistry, Sung Kyun Kwan University, Natural Science Campus) ;
  • Moon, Hong-Sik (Department of Chemistry, Sung Kyun Kwan University, Natural Science Campus)
  • Published : 1987.08.20
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Abstract

(7Z, 11E)-7, 11-Hexadecadien-1-yl acetate(1), the sex pheromone of the female Angoumois grain moth, Sitotroga cerealella, was synthesized via the acetylenic intermediate, (11E)-11-hexadecen-7-yn-ol THP ether(2). The acetylenic compound was prepared from 7-octyn-1-ol THP ether(4) and (3E)-1-bromo-3-octene(3). The (E)-homoallylic bromide 3 was synthesized by the Julia olefin synthesis of 1-cyclopropylpentan-1-ol(6).

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References

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Cited by

  1. ChemInform Abstract: Stereoselective Synthesis of (7Z,11E)‐7,11‐Hexadecadien‐1‐yl Acetate, Sex Pheromone of the Angoumois Grain Moth. vol.19, pp.8, 1987, https://doi.org/10.1002/chin.198808357