Conclusions
The synthesis of (R)-10-methyl-2-tridecanone from the chiral (S)-3,7-dimethyl-1,6-octadiene was accomplished with the total yield of 24–26% in the 13–14 stages of the synthesis.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
Nguen Kong Khao, M. V. Mavrov, and É. P. Serebryakov, Izv. Akad. Nauk SSSR, Ser. Khim., 2080 (1987).
P. L. Guss, J. H. Tumlinson, P. E. Sonnet, and J. R. McLaughlin, J. Chem. Ecol.,9, 1363 (1983).
S. Senda and K. Mori, Agric. Biol. Chem.,47, 795 (1983).
S. Senda and K. Mori, Claim 59-78132 (Japan), RZhKhim., 110 376P (1985).
R. Rossi, A. Carpita, and M. Chini, Tetrahedron,41, 627 (1985).
P. E. Sonnet, J. Org. Chem.,47, 3793 (1982).
P. L. Guss, J. H. Tumlinson, P. E. Sonnet, and J. R. McLaughlin, Pat. 4,474,991 (USA). RZhKhim., 120399P (1985).
Nguen Kong Khao, M. V. Mavrov, and É. P. Serebryakov, Izv. Akad. Nauk SSSR, Ser. Khim., 903 (1987).
Nguen Kong Khao, M. V. Mavrov, et al., Zh. Org. Khim., 1649 (1987).
Nguen Kong Khao, M. V. Mavrov, and É. P. Serebryakov, 6th Conf. on Organic Synthesis, Moscow (1986).
T. E. Bellas, R. G. Brownlee, and R. M. Silverstein, Tetrahedron,25, 5149 (1969).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2083–2085, September, 1987.
It corresponds to Communication 5 in the series “Terpenes in Organic Synthesis.” For the preceding Communication 9, cf. [1].
Rights and permissions
About this article
Cite this article
Khao, N.K., Mavrov, M.V. & Serebryakov, É.P. Coleopteran pheromones. Communication 10. Synthesis of the chiral pheromone of the eleven-spotted leaf beetle (coleoptera: Chrysamelidae). Russ Chem Bull 36, 1934–1937 (1987). https://doi.org/10.1007/BF00958350
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00958350