Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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A Convergent Synthesis of (Z)-13-Octadecen-1-yl Acetate, the Pheromone Mimic of the Rice Leaf Folder Moth and Its Biological Activity Test

  • Kang Suk-Ku (Department of Chemistry, Sung Kyun Kwan University Natural Science Campus) ;
  • Moon Byoung-Ho (Department of Chemistry, Sung Kyun Kwan University Natural Science Campus) ;
  • Lee Jeang-Oon (Department of Entomolgy, Institute of Agricultural Science) ;
  • Goh Hyun-Gwan (Department of Entomolgy, Institute of Agricultural Science)
  • Published : 1985.08.20
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Abstract

(Z)-13-Octadecen-1-yl acetate, the pheromone mimic of the Rice Leaf Folder Moth, Cnaphalocrosis medinalis, was synthesized from 1,13-tridecanediol in three steps. Monoacetylation of 1,13-tridecanediol followed by PCC oxidation gave 13-acetoxytridecan-1-al. Wittig olefination of the 13-acetoxytridecan-1-al with pentylidenetriphenylphosphonium ylide afforded (Z)-13-octadecen-1-yl acetate, the pheromone mimic of the Rice Leaf Folder.

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References

  1. Insect Sex Pheromones, Entomology Department Seminar (Z)-13-Octadecenyl-1-ol acetate was the pheromone mimic of the Rice Leaf Folder Moth (Cnaphalocrocis medinalis) D. S. Arida
  2. Sung Kyun Kwan Univ. Journal v.34 no.2 S-K Kang;J-M Park;J-U Lee;H-G Goh
  3. J.Cehm, Ecol. v.6 no.2 B. F. Nesbitt;P. S. Beevor;D. R. Hall;R. Lester;J.R. willians
  4. Appl. Entomol. Zool. v.13 no.4 H. Kanno;S. Tatsuki;K. Uchiumi;M. Kurihara;J. Fukami;Y. fujimoto;T. Tatsuno
  5. Chem. Ber. v.112 H. J. Bestmann;R. Wax;O. Vostrowsky
  6. Tetrahedron Letters E. J. Corey;J. W. Suggs
  7. Tetrahedron Letters J. H. Babler;M. T. Coghlan

Cited by

  1. ChemInform Abstract: A Convergent Synthesis of (Z)-13-Octadecen-1-yl Acetate, the Pheromone Mimic of the Rice Leaf Folder Moth and Its Biological Activity Test. vol.17, pp.11, 1985, https://doi.org/10.1002/chin.198611368