Rearrangements of some sesquiterpenes of the aromadendrane and guaiane series in acidic media

Russian Journal of Organic Chemistry

Volumn 36, Issue 1, 2000, Pages 40-54

  Polovinka, M P ^a   Shal'ko, A A ^a   Korchagina, D V ^a   Gatilov, Yu V ^a   Shcherbukhin, V V ^a   Zenkovets, G A ^b   Barkhash, V A ^a  

^a N N VOROZHTSOV NOVOSIBIRSK INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

^b BORESKOV INSTITUTE OF CATALYSIS   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0033633718     PISSN: 10704280     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (31)

1. 1. Barkhash, V.A., Neklassicheskie karbokationy (Non-classical Carbenium Ions), Novosibirsk: Nauka, 1984, pp. 248-276; Ritchie, C.D., Carbonium Ions, Olah, G.A. and Schleyer, P.v.R., Eds., New York: Wiley, 1968-1976, vols. 1-5.
2. 1. Barkhash, V.A., Neklassicheskie karbokationy (Non-classical Carbenium Ions), Novosibirsk: Nauka, 1984, pp. 248-276; Ritchie, C.D., Carbonium Ions, Olah, G.A. and Schleyer, P.v.R., Eds., New York: Wiley, 1968-1976, vols. 1-5.
3. Translated under the title Karbonievye iony, Moscow: Mir, 1976, pp. 268-370; Wiberg, K.B., Hess, B.E., and Ame, A., Carbonium Ions, Olah, G.A. and Schleyer, P.v.R., Eds., New York: Wiley, 1968-1976, vols. 1-5.
4. Translated under the title Karbonievye iony, Moscow: Mir, 1976, pp. 268-370; Wiberg, K.B., Hess, B.E., and Ame, A., Carbonium Ions, Olah, G.A. and Schleyer, P.v.R., Eds., New York: Wiley, 1968-1976, vols. 1-5.
5. Translated under the title Karbonievye iony, Moscow: Mir, 1976, pp. 371-426.
6. 2. Kir'yalov, N.P., Zh. Obshch. Khim., 1949, vol. 19, no. 11, pp. 2123-2129.
7. 3. Treibs, W. and Barchet, H.M., Justus Liebigs Ann. Chem., 1950, vol. 566, pp. 89-100; Gijsen, H.J.M., Kanai, K., Stork, G.A., Wijnberg, J.B., Orru, R.V., Seelen, C.J., Kerk, S.M., and Groot, A., Tetrahedron, 1990, vol. 46, no. 20, pp. 7237-7246; Buchi, G., Chow, S.W., Matsuura, T., Popper, T.L., Renhard, H.H., and Wittenau, M.S., Tetrahedron Lett., 1959, no. 6, pp. 14-19.
8. 3. Treibs, W. and Barchet, H.M., Justus Liebigs Ann. Chem., 1950, vol. 566, pp. 89-100; Gijsen, H.J.M., Kanai, K., Stork, G.A., Wijnberg, J.B., Orru, R.V., Seelen, C.J., Kerk, S.M., and Groot, A., Tetrahedron, 1990, vol. 46, no. 20, pp. 7237-7246; Buchi, G., Chow, S.W., Matsuura, T., Popper, T.L., Renhard, H.H., and Wittenau, M.S., Tetrahedron Lett., 1959, no. 6, pp. 14-19.
9. 3. Treibs, W. and Barchet, H.M., Justus Liebigs Ann. Chem., 1950, vol. 566, pp. 89-100; Gijsen, H.J.M., Kanai, K., Stork, G.A., Wijnberg, J.B., Orru, R.V., Seelen, C.J., Kerk, S.M., and Groot, A., Tetrahedron, 1990, vol. 46, no. 20, pp. 7237-7246; Buchi, G., Chow, S.W., Matsuura, T., Popper, T.L., Renhard, H.H., and Wittenau, M.S., Tetrahedron Lett., 1959, no. 6, pp. 14-19.
10. 4. Ehret, C. and Ourisson, G., Tetrahedron, 1969, vol. 25, pp. 1785-1799.
11. 5. Friedel, H.D. and Matusch, R., Helv. Chim. Acta, 1987, vol. 70, no. 6, pp. 1616-1622.
12. 6. Mehta, G. and Singh, B.P., J. Org. Chem., 1977, vol. 42, no. 4, pp. 632-638.
13. 7. Polovinka, M.P., Korchagina, D.V., Shcherbukhin, V.V., Gatilov, Yu.V., Rybalova, T.V., Zefirov, N.S., and Barkhash, V.A., Russ. J. Org. Chem., 1995, vol. 31, no. 2, pp. 188-193.
14. 8. Sherbukhin, V.V. and Zefirov, N.S., J. Chem. Inf. Comput. Sci., 1995, vol. 35, pp. 159-164.
15. 9. Gatilova, V.P., Korchagina, D.V., Bagryanskaya, I.Yu., Gatilov, Yu.V., Dubovenko, Zh.V., Barkhash, V.A., and Koptyug, V.A., Zh. Org. Khim., 1985. vol. 21, no. 1, pp. 7-23; Gatilov, Yu.V., Rybalova, T.V., Barkhash, V.A., and Koptyug, V.A., Zh. Org. Khim., 1991, vol. 27, no. 6, pp. 1129-1137.
16. 9. Gatilova, V.P., Korchagina, D.V., Bagryanskaya, I.Yu., Gatilov, Yu.V., Dubovenko, Zh.V., Barkhash, V.A., and Koptyug, V.A., Zh. Org. Khim., 1985. vol. 21, no. 1, pp. 7-23; Gatilov, Yu.V., Rybalova, T.V., Barkhash, V.A., and Koptyug, V.A., Zh. Org. Khim., 1991, vol. 27, no. 6, pp. 1129-1137.
17. 10. Rogers, D.W., Computational Chemistry Using the PC, New York: VCH, 1990.
18. 11. Bliznyuk, A.A. and Voityuk, A.A., Zh. Strukt. Khim., 1986. vol. 27, no. 4, pp. 190-191.
19. 12. Wipke, T.W. and Gund, P., J. Am. Chem. Soc., 1974, vol. 96, no. 1, pp. 299-301; Wipke, T.W. and Gund, P., J. Am. Chem. Soc., 1976, vol. 98, no. 25, pp. 8107-8118.
20. 12. Wipke, T.W. and Gund, P., J. Am. Chem. Soc., 1974, vol. 96, no. 1, pp. 299-301; Wipke, T.W. and Gund, P., J. Am. Chem. Soc., 1976, vol. 98, no. 25, pp. 8107-8118.
21. 13. White, D.N.J. and Bovill, M.J., J. Chem. Soc., Perkin Trans. 2, 1983, no. 3, pp. 226-229.
22. 14. Molecular Mechanics, Burkert, U. and Allinger, N.L., Eds., Washington, DC: Am. Chem. Soc., 1982.
23. Translated under the title Molekulyarnaya mekhanika, Moscow: Mir, 1986, p. 364.
24. 15. Khomenko, T.M., Korchagina, D.V., Gatilov, Yu.V., Bagryanskaya, I.Yu., Rybalova, T.V., Sal'nikov, G.E., Mamatyuk, V.I., Dubovenko, Zh.V., and Barkhash, V.A., Zh. Org. Khim., 1991, vol. 27, no. 3, pp. 570-599.
25. 16. Arata, J., Adv. Catalys., 1990, vol. 37, p. 165.
26. 17. Chang, C.W.J. and Schener, P.J., Top. Curr. Chem., 1993, vol. 167.
27. 18. He, H.J., Salva, J., Catalos, R.F., and Faulkner, D.J., J. Org. Chem., 1992, vol. 57, no. 11, pp. 3191-3194.
28. 19. Stereochemistry, Kagan, H.B., Ed., Stuttgart: Georg Thieme, 1977, vol. 1, pp. 77-79.
29. 20. Still, G.A., Khan, M., and Mitra, A., J. Org. Chem., 1978, vol. 43, no. 14, pp. 2923-2925.
30. 21. Osadchii, S.A., Polovinka, M.P., Korchagina, D.V., Pankrushina, N.A., Dubovenko, Zh.V., Barkhash, V.A., and Koptyug, V.A., Zh. Org. Khim., 1981, vol. 17, no. 6, pp. 1211-1223.
31. 22. Polovinka, M.P., Korchagina, D.V., Gatilov, Yu.V., Vyglazov, O.G., Zenkovets, G.A., and Barkhash, V.A., Russ. J. Org. Chem., 1998, vol. 34, no. 9, pp. 1283-1291.