Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
권호 표지
DOI QR코드

DOI QR Code

A Short Synthesis of (Z)-13-Eicosen-10-one the Principal Component of the Peach Fruit Moth Pheromone

  • Lee, Eun (Department of Chemistry, College of Natural Sciences, Seoul National University) ;
  • Koh, Soo-Young (Department of Chemistry, College of Natural Sciences, Seoul National University) ;
  • Song, Byong-Doo (Department of Chemistry, College of Natural Sciences, Seoul National University) ;
  • Park, Tae-Kyo (Department of Chemistry, College of Natural Sciences, Seoul National University)
  • Published : 1984.12.20
Download PDF
⟨ Previous Next ⟩

Abstract

(Z)-13-Eicosen-10-one (1), one of the active components of the female pheromone of the peach fruit moth, Carposina niponensis Walsingham, was synthesized from 2-nonanone, succinic anhydride, and n-nonyllithium. The key step involves the preparation of 13-eicosyn-10-one from an epoxyketone via Eschenmoser cleavage.

Keywords

References

  1. App. Ent. Zool. v.12 Y. Tamaki;K.Honma;K. Kawasaki
  2. Insect Sex Pheromone Korea Advanced Institute of Science and Technology
  3. Agric. Biol. Chem. v.42 S. Tamada;K. Mori;M. Matsui
  4. Jpn. Kokai. Tokkyo Koho v.79 no.81 T. Kamikado;I. Aoki
  5. Agric. Biol. Chem. v.45 Y. Naoshima;M. Kawakubo;S. Wakabayashi;S. Hayashi
  6. Kokai. Tokkyo Koho Jp v.81 no.118 Sagami Chemical Research Center Jpn.
  7. Bull. Chem. Soc. Japan v.55 Y. Yoshida;S. Saito
  8. Bull. Kor. Chem. Soc. v.4 S. K. Kang;J. M. Park;J. H. Kim;H. G. Goh
  9. Synth. Comm. v.13 J. E. Hernandez;A. Cisneros;S. Fernandez
  10. Synth. Comm. v.13 P. Yadagiri;J. S. Yadav
  11. Helv. Chim. Acta. v.50 A. Eschenmoser;D. Felix;G. Ohloff
  12. J. Org. Chem. v.32 V. J. Grenda;G. W. Lindberg;N. L. Wendler;S. H. Pines

Cited by

  1. ChemInform Abstract: A SHORT SYNTHESIS OF (Z)-13-EICOSEN-10-ONE THE PRINCIPAL COMPONENT OF THE PEACH FRUIT MOTH PHEROMONE vol.16, pp.25, 1984, https://doi.org/10.1002/chin.198525372
  2. Direct amino acid-catalyzed cascade biomimetic reductive alkylations: application to the asymmetric synthesis of Hajos–Parrish ketone analogues vol.6, pp.22, 1984, https://doi.org/10.1039/b807999d
  3. Fe-Catalyzed Synthesis of (13Z)-Eicos-13-en-10-one, the Main Sex Pheromone Component of Carposina niponensis vol.53, pp.1, 1984, https://doi.org/10.1007/s10600-017-1925-3