Conclusions
A short synthesis of R,E-14-methyl-8-hexadecenal (trans-trogodermal) from 1,1-ethylene-dioxy-8-acetoxy-9-decene and R-(-)-1-bromo-4-methylhexane was realized.
Similar content being viewed by others
Literature cited
G. M. Zhdankina and É. P. Serebryakov, Izv. Akad. Nauk SSSR, Ser. Khim., 2605 (1985).
J. H. Cross, R. C. Byler, R. M. Silverstein, et al., J. Chem. Ecol.,3, 115 (1977).
A. R. Levinson, H. Z. Levinson, H. Schwaiger, et al., J. Chem. Ecol.,4, 95 (1978).
K. Mori, T. Suguro, and M. Uchida, Tetrahedron,34, 3119 (1978).
R. Rossi, P. A. Salvadori, A. Carpita, and A. Nicooli, Tetrahedron,35, 2039 (1979).
U. Jensen and H. Schäfer, Chem. Ber.,114, 292 (1981).
T. Sato, K. Naruse, and T. Fujisawa, Tetrahedron Lett.,23, 3587 (1982).
H. Z. Levinson and K. Mori, Naturwissenschaften,67, 148 (1980).
J. Furhor and G. Penzlin, Organic Synthesis, Verlag Chemie, Weinheim (1983).
T. Suguro and K. Mori, Agric. Biol. Chem.,43, 409 (1979).
R. G. Yarger, R. M. Silverstein, and W. E. Burkholder, J. Chem. Ecol.,1, 323 (1975).
R. K. Magid, Tetrahedron,36, 1901 (1980).
G. Büchi and H. Wüester, J. Org. Chem.,34, 1122 (1969).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya, Khimicheskaya, No. 4, pp. 903–906, April, 1987.
Rights and permissions
About this article
Cite this article
Hao, N.K., Mavrov, M.V. & Serebryakov, É.P. Pheromones of coleoptera. Communication 5. Synthesis of R,E-14-methyl-8-hexadecenal (trans-trogodermal). Russ Chem Bull 36, 830–833 (1987). https://doi.org/10.1007/BF00962332
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00962332