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Original Articles

Synthesis of the Enantiomers of Some Methyl-branched Cuticular Hydrocarbons of the Ant, Diacamma sp.

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Pages 305-314 | Received 17 Jul 2000, Accepted 11 Oct 2000, Published online: 22 May 2014

  • 1) Francke, W., Pheromones. In “Comprehensive Natural Products Chemistry”, Vol. 8, ed. Mori, K., Elsevier, Oxford, pp. 247-249 (1999).
  • 2) Kuwahara, S. and Mori, K., Synthesis of all of the three possible stereoisomers of 13,23-dimethylpentatriacontane, a sex pheromone of the tsetse fly, Glossina pallidipes. Agric. Biol. Chem., 47, 2599-2606 (1983).
  • 3) McDowell, P.G., Hassanali, A., and Dransfield, R., Activity of the diastereoisomers of 13,23-dimethyl-pentatriacontane, the sex pheromone of Glossina pallidipes, and comparison with the natural pheromone. Physiol. Entomol., 10, 183-190 (1985).
  • 4) Shirai, Y., Seki, M., and Mori, K., Pheromone synthesis, 199. Synthesis of all the stereoisomers of 7-methylheptadecane and 7,11-dimethylheptadecane, the female sex pheromone components of the spring hemlock looper and the pitch pine looper. Eur. J. Org. Chem., 3139-3145 (1999).
  • 5) Bradshaw, J.W.S. and Howse, P.E., Semiochemicals of Ants. In “Chemical Ecology of Insects”, ed. Bell, W.J. and Cardé, R.T., Chapman and Hall, London, pp. 429-473 (1984).
  • 6) Yamaoka, R. and Kubo, H., Identity of cuticular hydrocarbon profile among workers of the ant which is maintained by the presence of the queen would be the nestmate recognition chemical cue. In “Proceedings of the 11th International Congress: Social Insects and the Environment”, Bangalore, India, pp. 406-407 (1990).
  • 7) Provost, E., Riviere, G., Roux, M., Bagneres, A.-G., and Clement, J.L., Cuticular hydrocarbons whereby Messor barbarus ant workers putatively discriminate between monogynous and polygynous colonies. Are workers labeled by queens? J. Chem. Ecol., 20, 2895-3003 (1994).
  • 8) Mori, K., The Synthesis of Insect Phromones, 1979-1989. In “The Total Synthesis of Natural Products”, Vol. 9, ed. ApSimon, J., Wiley, New York, pp. 141-148, 152-157 (1992).
  • 9) Tashiro, T. and Mori, K., Pheromone synthesis, 197. Synthesis of the enantiomers of 2-sec-butyl-4,5-dihydrothiazole and (1R,5S,7R)-3,4-dehydro-exo-brevicomin, pheromone components of the male mouse, Mus musculus. Eur. J. Org. Chem., 2167-2173 (1999).
  • 10) Fouquet, C. and Schlosser, M., Improved carbon-carbon linking by controlled copper catalysis. Angew. Chem. Int. Ed. Engl., 13, 82-83 (1974).
  • 11) VanRheenen, V., Kelly, R.C., and Cha, D.Y., An improved catalytic OsO4 oxidation of olefins to cis-1,2-glycols using tertiary amine oxides as the oxidant. Tetrahedron Lett., 1973-1976 (1976).
  • 12) Takikawa, H., Shirai, Y., Kobayashi, M., and Mori, K., Pheromone synthesis, 176. Synthesis of the four stereoisomers of 3,13-dimethylheptadecane, the major sex pheromone components of the western false hemlock looper. Liebigs Ann., 1965-1970 (1996).

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