Abstract
The catalytic hydrogenation of 5-(3-hydroxypropyl)-1,2-dihydropyrrolizines gave a mixture of stereoisbmers of 3(5)-(3-hydroxypropyl)pyrrolizidines, which was separated successfully. The stereochemistry of the compounds obtained was determined by means of the IR and 13C NMR spectra. The presence of strong intramolecular hydrogen bonds was detected. The basicities of the compounds obtained were determined.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
I. M. Skvortsov and I. V. Antipova, Khim. Geterotsikl. Soedin., No. 1, 58 (1979).
I. M. Skvortsov and S. A. Kolesnikov, Khim. Geterotsikl. Soedin., No. 4, 484 (1976).
I. M. Skvortsov and V. M. Levin, Khim. Geterotsikl. Soedin., No. 7, 947 (1973).
I. M. Skvortsov, L. N. Astakhova, S. N. Kuz'min, and I. Ya. Evtushenko, Khim. Geterotsikl. Soedin., No. 3, 359 (1978).
Yu. A. Pentin, I. M. Skvortsov, and I. A. Antipova, Dokl. Akad. Nauk SSSR, 230, 617 (1976).
I. V. Antipova and I. M. Skvortsov, in: Research on the Synthesis and Catalysis of Organic Compounds [in Russian], Saratov (1975), p. 31.
I. M. Skvortsov and O. A. Subbotin, Zh. Org. Khim., 13, 466 (1977).
J. B. Grutzner, M. Jautelat, J. B. Dence, R. A. Smith, and J. D. Roberts, J. Am. Chem. Soc., 92, 7107 (1970).
J. Schnekenburger and H. Vollhardt, Arch. Pharm., 310, 186 (1977).
M. T. Pizzorno and S. M. Albonico, J. Org. Chem., 39, 731 (1974).
M. Tichý, Adv. Org. Chem., 5, 115 (1965).
I. M. Skvortsov and I. V. Antipova, Khim. Geterotsikl. Soedin., No. 8, 1060 (1976).
P. J. Krueger and H. D. Mettee, Can. J. Chem., 43, 2970 (1965).
M. Tamres, S. Searles, E. M. Leighly, and D. W. Mohrman, J. Am. Chem. Soc., 76, 3983 (1954).
A. N. Kost (ed.), General Laboratory Manual of Organic Chemistry [Russian translation], Mir, Moscow (1965), p. 615.
J. D. Roberts, F. J. Weigert, J. I. Kroschwitz, and H. J. Reich, J. Am. Chem. Soc., 92, 1338 (1970).
I. M. Skvortsov, V. M. Levin, S. A. Kolesnikov, and I. V. Antipova, in: Problems in Stereochemistry [in Russian], Vol. 3, Kiev (1973), p. 27.
Author information
Authors and Affiliations
Additional information
See [1] for Communication 19.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 63–67, January, 1980.
Rights and permissions
About this article
Cite this article
Skvortsov, I.M., Astakhova, L.N., Evtushenko, I.Y. et al. Research on 1-aza two-ring systems. Chem Heterocycl Compd 16, 52–56 (1980). https://doi.org/10.1007/BF00475392
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00475392