Abstract
A formal total synthesis of 3-methylhept-2(Z)-enoic acid, a sex pheromone of the dry bean beetleCallosobruchus analis, was performed on the basis of a highly stereoselective version of the Peterson olefination of ketones developed previously by the authors.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
O. A. Pinsker, P. G. Tsiklauri, and N. Ya. Grigor'eva,Izv. Akad. Nauk, Ser Khim., 1999, 1385 [Russ. Chem. Bull., 1999, 1372 (Engl. Transl.)].
N. Ya. Grigor'eva, and O. A. Pinsker,Usp. Khim., 1994,63, 177 [Russ. Chem. Rev., 1994,63 (Engl. Transl.)].
N. Ya. Grigorieva, O. A. Pinsker, and A. M. Moiseenkov,Mendeleev Commun., 1994, 129.
N. Ya. Grigor'eva, O. A. Pinsker, A. V. Buevich, and A. M. Moiseenkov,Izv. Akad. Nauk, Ser. Khim., 1995, 509 [Russ. Chem. Bull., 1995,44, 492 (Engl. Transl.)].
Ph. Blatcher and S. Warren,J. Chem. Soc., Perkin Trans. I, 1979, 1074.
N. Ya. Grigor'eva, P. G. Tsiklauri, and A. V. Buevich,Mendeleev Commun., 1998, 76.
A. M. Moiseenkov, E. V. Polunin, and A. V. Semenovsky,Angew. Chem. Int. Ed., 1981,20, 1057.
R. J. Fessenden and J. S. Fessenden,J. Org. Chem., 1967,32, 3535.
E. Wiberg,Angew. Chem., 1951,63, 485.
Author information
Authors and Affiliations
Additional information
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1389–1392, July, 1999.
Rights and permissions
About this article
Cite this article
Grigor'eva, N.Y., Tsiklauri, P.G. & Pinsker, O.A. An alternative synthesis of a sex pheromone of the dry bean beetleCallosobruchus analis . Russ Chem Bull 48, 1376–1379 (1999). https://doi.org/10.1007/BF02495309
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02495309