Abstract
Effect of the conditions on the enantiomeric purity, overall yield, isomeric composition ofchiral polybromonorbornene Diels-Alder adducts of polybromocyclopentadienes and (-)-menthyl acrylatewas studied. Enantiomerically pure polybromonorbornenecarboxylic acids were obtained by resolution of the corresponding racemates through diastereoisomeric salts with l-ephedrine. The structure of the products was confirmed by the IR and 1H NMR spectra.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
REFERENCES
Mamedov, E.G. and Efendieva, K.M., Abstracts of Papers, II Bakinskaya mezhdunarodnaya neftekhimi-cheskaya konferentsiya (IInd Baku Int. Petrochemical Conf.), Baku, 1996, p. 98.
Kovacs, J. and Marvel, C.S., J. Pol. Sci. 1967, vol. 5, no. 6, pp. 1279-1286.
Mustafaev, A.M., Imamaliev, A.B., and Guseinov, M.M., Zh. Org. Khim. 1980, vol. 25, no. 9, pp. 1908-1914.
Berson, J.A. and Ben-Efraim, D.A., J. Am. Chem. Soc. 1959, vol. 81, no. 15, pp. 4083-4087.
Williamson, K.L. and Li Hsu, Y., J. Am. Chem. Soc. 1970, vol. 92, no. 16, pp. 7385-7389.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Mamedov, E.G. Asymmetric Synthesis of Chiral Norbornenes from Polybromocyclopentadienes. Russian Journal of Organic Chemistry 38, 15–18 (2002). https://doi.org/10.1023/A:1015386221273
Issue Date:
DOI: https://doi.org/10.1023/A:1015386221273