Stereoisomeric N-Alkyl(aralkyl)-5-aminomethylbicyclo[2.2.1]-hept-2-enes: Synthesis, 1H NMR spectra, and reactions with electrophilic reagents

Russian Journal of Organic Chemistry

Volumn 35, Issue 7, 1999, Pages 1018-1031

  Kas'yan, A O ^a   Tarabara, I N ^a   Zlenko, E T ^c   Okovityi, S I ^b   Kas'yan, L I ^a  

^a OLES HONCHAR DNIPRO NATIONAL UNIVERSITY   (Ukraine)

^b Dnipropetrovsk State Medical Academy   (Ukraine)

^c NONE

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0033236276     PISSN: 10704280     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (37)

1. 1. Kasyan, L.I., Zlenko, H.T., Kasyan, A.O., Krasnovski, O.Yu., and Gaponova, R.G., Abstracts of Papers, XIVth Int. Symp. on Medicinal Chemistry, Maastricht, 1996, p. 3.08; Zlenko, H., Kasyan, A., Mamchur, V., Chomjak, N., Oprishko, V., Demchenko, H., Krasnovski, O., Gaponova, R., and Kasyan, L., Abstracts of Papers, 1st Scientific Meeting of European Federation of IASP Chapters (EFIC) "Pain in Europe," Fiera di Verona, 1995, p. 108.
2. 1. Kasyan, L.I., Zlenko, H.T., Kasyan, A.O., Krasnovski, O.Yu., and Gaponova, R.G., Abstracts of Papers, XIVth Int. Symp. on Medicinal Chemistry, Maastricht, 1996, p. 3.08; Zlenko, H., Kasyan, A., Mamchur, V., Chomjak, N., Oprishko, V., Demchenko, H., Krasnovski, O., Gaponova, R., and Kasyan, L., Abstracts of Papers, 1st Scientific Meeting of European Federation of IASP Chapters (EFIC) "Pain in Europe," Fiera di Verona, 1995, p. 108.
3. 2. Kas'yan, A.O., Maletina, I.I., Yagupol'skii, L.M., Markov, V.I., and Kas'yan, L.I., Russ. J. Org. Chem., 1995, vol. 31, no. 3, pp. 320-327.
4. 3. Kas'yan, A.O., Krasnovskaya, O.Yu., Zlenko, E.T., Okovityi, S.I., and Kas'yan, L.I., Russ. J. Org. Chem., 1996, vol. 32, no. 8, pp. 1113-1121.
5. 4. Krieger, H., Arzneim.-Forsch., 1968, vol. 18, pp. 129-134, 324-330.
6. 5. Krieger, H., Arzneim.-Forsch., 1968, vol. 18, pp. 487-493.
7. 6. US Patent no. 3444302, 1969; Ref. Zh., Khim., 1970, no. 14N392.
8. 6. US Patent no. 3444302, 1969; Ref. Zh., Khim., 1970, no. 14N392.
9. 7. Onishchenko, A.S., Dienovyi sintez (Diels-Alder Reaction), Moscow: Akad. Nauk SSSR, 1963.
10. 8. Alder, K., Krieger, H., and Weise, H., Chem. Ber., 1955, vol. 88, no. 1, pp. 144-155; Alder, K., Heimbach, K., and Reubke, R., Chem. Ber., 1958, vol. 91, no. 7, pp. 1516-1524.
11. 8. Alder, K., Krieger, H., and Weise, H., Chem. Ber., 1955, vol. 88, no. 1, pp. 144-155; Alder, K., Heimbach, K., and Reubke, R., Chem. Ber., 1958, vol. 91, no. 7, pp. 1516-1524.
12. 9. Markov, V.I., Kas'yan, A.O., Tudvaseva, S.P., and Okovityi, S.I., Ukr: Khim. Zh., 1993, vol. 59, no. 6, pp. 650-654; Markov, V.I., Kas'yan, A.O., and Selyutin, O.B., Ukr. Khim. Zh., 1994, vol. 60, no. 8, pp. 575-581.
13. 9. Markov, V.I., Kas'yan, A.O., Tudvaseva, S.P., and Okovityi, S.I., Ukr: Khim. Zh., 1993, vol. 59, no. 6, pp. 650-654; Markov, V.I., Kas'yan, A.O., and Selyutin, O.B., Ukr. Khim. Zh., 1994, vol. 60, no. 8, pp. 575-581.
14. 10. Wilder, P. and Knight, D.B., J. Org. Chem., 1965, vol. 30, no. 9, pp. 3078-3081.
15. 11. Kas'yan, A.O., Krasnovskaya, O.Yu., Okovityi, S.I., and Kas'yan, L.I., Russ. J. Org. Chem., 1995, vol. 31, no. 3, pp. 311-319.
16. 12. Krieger, H. and Nakajima, F., Acta Univ. Ouluen, Ser. A, 1973, no. 8, p. 29; Ref. Zh., Khim., 1977, no. 19Zh192.
17. 12. Krieger, H. and Nakajima, F., Acta Univ. Ouluen, Ser. A, 1973, no. 8, p. 29; Ref. Zh., Khim., 1977, no. 19Zh192.
18. 13. Kasper, F. and Zobel, H., J. Prakt. Chem., 1969, vol. 311, no. 2, pp. 336-349.
19. 14. Malinovskii, M.S., Kas'yan, L.I., and Ovsyanik, V.D., Zh. Org. Khim., 1971, vol. 7, no. 10, pp. 2139-2143.
20. 15. Zefirov, N.S. and Sokolov, V.I., Usp. Khim., 1967, vol. 36, no. 2, pp. 243-268; Kas'yan, L.I., Seferova, M.F., and Okovityi, S.I., Alitsiklicheskie epoksidnye soedineniya. Melody sinteza (Alicyclic Epoxy Compounds. Methods of Synthesis), Dnipropetrovs'k: Vidavnitstvo DDU, 1996.
21. 15. Zefirov, N.S. and Sokolov, V.I., Usp. Khim., 1967, vol. 36, no. 2, pp. 243-268; Kas'yan, L.I., Seferova, M.F., and Okovityi, S.I., Alitsiklicheskie epoksidnye soedineniya. Melody sinteza (Alicyclic Epoxy Compounds. Methods of Synthesis), Dnipropetrovs'k: Vidavnitstvo DDU, 1996.
22. 16. Nakanishi, K., Infrared Absorption Spectroscopy. Practical, San Francisco: Holden-Day, 1962.
23. 17. Shashkov, A.S., Cherepanova, E.G., Kas'yan, L.I., Gnedenkov, L.Yu., and Bombushkar', M.F., Izv. Akad. Nauk SSSR, Ser. Khim., 1980, no. 3, pp. 564-569.
24. 18. Makarov, V.A., Kudrin, A.N., Chernykh, V.P., and Drogovoz, S.M., Farmakoterapiya sul'fanilamidnymi i sul'famidnymi preparatami (Pharmacotherapy with Sulfanylamide and Sulfamide Preparations), Kiev: Zdorov'e, 1991.
25. 19. Vizgert, R.V. and Mitchenko, E.S., Sintez i reaktsionnaya sposobnost' proizvodnykh sul'fokislot (Structure and Reactivity of Sulfonic Acid Derivatives), Kiev: Naukova Dumka, 1992.
26. 20. Kas'yan, L.I., Kas'yan, A.O., Gorb, L.G., and Klebanov, B.M., Russ. J. Org. Chem., 1995, vol. 31, no. 5, pp. 626-634.
27. 21. Kasyan, L.I., Sereda, S.V., Potekhin, K.A., and Kasyan, A.O., Heteroatom Chem., 1997, vol. 8, no. 2, pp. 177-184.
28. 22. Kasyan, L.I., Seljutin, O.B., Krasnovskaja, O.Yu., and Kasyan, A.O., Abstracts of Papers, XXIXth Colloquium Spectroscopicum Internationale, Leipzig, 1995, p. 421.
29. 23. Dewar, M.J.S., Zoebisch, E.G., Healy, E.F., and Stewart, J.J.P., J. Am. Chem. Soc., 1985, vol. 107, no. 13, pp. 3902-3909.
30. 24. Kas'yan, L.I., Krasnovskaya, O.Yu., Kas'yan, A.O., Okovityi, S.I., Danilenko, G.I., Krivosheeva, N.G., and Guzhova, S.V., Russ. J. Org. Chem., 1997, vol. 33, no. 7, pp. 963-969.
31. 25. Molecular Mechanics, Burkert, U. and Allinger, N.L., Eds., Washington, DC: ACS, 1982.
32. 26. Ukrainian Patent no. 10504A, 1996; Byull. Izobret., 1996, no. 4.
33. 26. Ukrainian Patent no. 10504A, 1996; Byull. Izobret., 1996, no. 4.
34. 27. Rodgers, R.J., Randall, J., and Pittock, F., Neuropharmacology, 1985, vol. 24, pp. 333-336.
35. 28. Yakovleva, L.V. and Zupanets, I.A., Available from Ukr. NIINTI, Kiev, 1987, no. 1908-Uk.87.
36. 29. Abuladze, G.V., Izv. Akad. Nauk GSSR, Ser. Biol., 1983, vol. 9, no. 3, pp. 156-165.
37. 30. Gatsura, V.V., Metody pervichnogo farmakologicheskogo issledovaniya biologicheskoi aktivnosti veshchestv (Methods of Primary Pharmacological Testing of Substances), Moscow: Meditsina, 1974, pp. 34-36.