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Original Articles

Synthesis of Both Enantiomers of 15-Hexadecanolide, a Sex Pheromone Component of the Stink Bug, Piezodorus hybneri

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Pages 1261-1263 | Received 21 Jan 1998, Published online: 22 May 2014

  • 1) Leal, W. S., Kuwahara, S., Shi, X., Higuchi, H., Marino, C. E. B., Ono, M., Meinwald, J., Male-released sex pheromone of the stink bug Piezodorus hybneri. J. Chem. Ecol., in press.
  • 2) Seebach, D. and Züger, M., Über die Depolymerisierung von Poly-(R)-3-hydroxy-buttersäureester (PHB). Helv. Chim. Acta, 65, 495-503 (1982).
  • 3) Ernst, B. and Wagner, B., Synthesis of the oviposition-deterring pheromone (ODP) in Rhagoletis cerasi L. Helv. Chem. Acta, 72, 165-171 (1989).
  • 4) Dawson, M. I. and Vasser, M., Synthesis of prostaglandin synthetase substrate analogues. 1: (Z)-14-Hydroxy-12,13-methano-8-nonadecenoic acid. J. Org. Chem., 42, 2783-2785 (1977).
  • 5) Inanaga, J., Hirata, K., Saeki, H., Katsuki, T., and Yamaguchi, M., A rapid esterification by means of mixed anhydride and its application to large-ring lactonization. Bull. Chem. Soc. Jpn., 52, 1989-1993 (1979).
  • 6) Kurihara, T., Nakajima, Y., and Mitsunobu O., Synthesis of lactones and cycloalkanes. Cyclization of ω-hydroxy acids and ethyl α-cyano-ω-hydroxycarboxylates. Tetrahedron Lett., 2455-2458 (1976).
  • 7) Kaiser, R. and Lamparsky, D., Neue Macrolide und einige Sesquiterpen-derivate aus dem Galbanum-harz. Helv. Chim. Acta, 61, 2671-2680 (1978).
  • 8) Bestmann, H. J. and Kellermann, W., Synthese der natürlichen R-(-)-Enantiomere dreier Galbanum-harz Macrolide. Synthesis, 1257-1261 (1994).

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