An improved synthesis of 1,3,3-trimethyl-2-azabicyclo[2.2.2]octane and its nitroxyl radical product, A rigid analogue of TEMPO

Liebigs Annales

Volumn , Issue 7, 1997, Pages 1587-1588

  Bakunov, Stanislav ^a   Tkachev, Alexey ^a  

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

Author keywords

Limonene; Nitrogen heterocycles; Nitroxyl radicals; Steric hindrance; Terpenoids

Indexed keywords

EID: 1842573496     PISSN: 09473440     EISSN: None     Source Type: Journal    
DOI: 10.1002/jlac.199719970740     Document Type: Article

References (32)

1. R. A. Olofson, C. M. Dougherty, J. Am. Chem. Soc. 1973, 95, 582-584.
2. R. A. Olofson, C. M. Dougherty, J. Am. Chem. Soc. 1973, 95, 581-582.
3. [3a] J. M. Bobbitt, C. L. Flores, Heterocycles, 1988, 27, 509-533.
4. [3b] J. M. Bobbitt, C. L. Flores-Guttermuth, Zh. Ma, H. Tang, Heterocycles, 1990, 30, 1131-1140.
5. [3c] Zh. Ma, Q. Huang, J. M. Bobbitt, J. Org. Chem., 1993, 58, 4837-4843.
6. [4a] A. Rassat, P. Rey, J. Chem. Soc., Chem. Commun. 1971, 1161-1162.
7. [4b] A. Rassat, P. Rey, FP 2085414, 1972,
8. [Chem. Abstr. 1972, 77, P88345q].
9. F. D. Greene, K. E. Gilbert, J. Org. Chem. 1975, 40, 1409-1415.
10. [6a] A. Rassat, P. Rey, Tetrahedron 1973, 29, 1599-1603.
11. [6b] A. Rassat, P. Rey, Tetrahedron 1973, 29, 2845-2848.
12. A. F. Thomas, Y. Bessiere, Nat. Prod. Rep. 1989, 6, 291-309.
13. S. A. Bakunov, A. Yu. Denisov, A. V. Tkachev, Tetrahedron 1995, 51, 8565-8572.
14. [9a] T. Ogasawara, K. Fujita, Y. Natsume, JP 02255586 [9025586], 1990
15. [Chem. Abstr. 1990, 113, P140890s].
16. [9b] H. Puetter, H. Roos, DBP 3300865, 1983
17. [Chem. Abstr. 1983, 99, P112953p].
18. [9c] T. Miyake, N. Ogawa, M. Asano, K. Okuyama, JP 77120284, 1977
19. [Chem. Abstr. 1978, 89, P6825g].
20. [9d] K. Yamaguchi, G. Kakogawa, M. Hasuo, N. Goko, Y. Maruyama, DBP 3300865, 1976
21. [Chem. Abstr. 1976, 84, P151268d].
22. [9e] I. Shiihara, J. Iyoda, K. Sugita, JP 7034924, 1970
23. [Chem. Abstr. 1971, 74, P88358j].
24. [9f] T. Ooshiba, JP 7027326, 1970
25. [Chem. Abstr. 1970, 73, P132614v].
26. [10a] L. B. Volodarsky, G. A. Kutikova, R. Z. Sasdeev, Yu. N. Molin, Tetrahedron Lett. 1968, 1065-1068.
27. [10b] J. H. Osiecki, E. F. Ullman, J. Am. Chem. Soc. 1968, 90, 1078-1079.
28. [10c] E. F. Ullman, L. Call, J. H. Osiecki, J. Org. Chem. 1970, 35, 3623-3631.
29. [10d] E. F. Ullman, J. H. Osiecki, G. B. Boocock, R. Darcy, J. Am. Chem. Soc. 1972, 94, 7049-7059.
30. [11a] O. L. Lebedev, M. L. Hidekel, G. A. Razuvaev, Doklady Akad. Nauk SSSR 1961, 140, 1327-1329.
31. [11b] O. L. Lebedev, S. N. Kazarnovskii, Tr. po Khim. i Khim. Tekhnol. 1959, 2, 649-665
32. [Chem. Abstr. 1962, 56, 15479f].