Direct Azidation of Adamantane and Norbornane by Stable Azidoiodinanes

Synlett

Volumn 1995, Issue 10, 1995, Pages 1081-1082

  Krasutsky, Alexei P ^a   Kuehl, Chris J ^a   Zhdankin, Viktor V ^a  

^a UNIVERSITY OF MINNESOTA DULUTH   (United States)

Author keywords

1 azidoadamantane; 2 azidonorbornane; azides; azidoiodinane; iodine

Indexed keywords

EID: 0011735848     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-1995-5173     Document Type: Article

References (27)

1. The Chemistry of the Azide Group; Patai, S. Ed.; Wiley-Interscience: New York, 1971
2. Scriven, E.F.V.; Turnbull, K. Chem. Rev. 1988, 88, 297
3. Marchand, A.P.; Sorokin, V.D.; Rajagopal, D.; Bott, S.G. Synth. Commun. 1994, 24, 3141
4. Prakash, G.K.S.; Stephenson, M.A.; Shih, J.S.; Olah, G.A. J. Org. Chem. 1986, 51, 3215
5. Sasaki, T.; Eguchi, S.; Katada, T.; Hiroaki, O. J. Org. Chem. 1977, 42, 3741
6. Margosian, D.; Speier, J.; Kovacic, P. J. Org. Chem. 1981, 46, 1346
7. Breton, G.W.; Daus, K.A.; Kropp, P.J. J. Org. Chem. 1992, 57, 6646
8. Zhdankin, V.V.; Kuehl, C.J.; Krasutsky, A.P.; Formaneck, M.S.; Bolz, J.T. Tetrahedron Lett. 1994, 35, 9677
9. Krasutsky, A.P.; Kuehl, C.J.; Bolz, J.T.; Zhdankin, V'.V.Abstracts of 209th American Chemical Society National Meeting, Anaheim, CA, 1995, ORGN 0102
10. Magnus, P.; Roe, M.B.; Hulme, C. J. Chem. Soc, Chem. Commun. 1995, 263
11. Fontana, F.; Minisci, F.; Yan, Y.M.; Zhao, L. Tetrahedron Lett. 1993, 34, 2517
12. Kooyman, E.C.; Vegter, G.C. Tetrahedron 1958, 4, 382
13. Fujimoto, H.; Fukui, K. Tetrahedron Lett. 1966, 5551
14. Moriarty, R.M.; Vaid, R.K.; Hopkins, T.E.; Vaid, B.K.; Tuncay, A. Tetrahedron Lett. 1989, 30, 3019
15. Moriarty, R.M.; Vaid, R.K.; Ravikumar, V.T.; Vaid, B.K.; Hopkins, T.E. Tetrahedron 1988, 44, 1603
16. Moriarty, R.M.; Khosrowshahi, J.S. Synth. Comm. 1987, 17, 89
17. Moriarty, R.M.; Khosrowshahi, J.S. Tetrahedron Lett. 1986, 27, 2809
18. Kita, Y.; Tohma, H.; Inagaki, M.; Hatanaka, K.; Yakura, T. Tetrahedron Lett. 1991, 52, 4321
19. Arimoto, M.; Yamaguchi, H.; Fujita, E.; Ochiai, M.; Nagao, Y. Tetrahedron Lett. 1987, 28, 6289
20. Magnus, P.; Hulme, C; Weber, W. J. Am. Chem. Soc. 1994, 116, 4501
21. Magnus, P.; Lacour, J.; Weber, W. J. Am. Chem. Soc, 1993, 115, 9347
22. Magnus, P.; Lacour, J. J. Am. Chem. Soc. 1992, 114, 3993
23. Magnus, P.; Lacour, J. J. Am. Chem. Soc. 1992, 114, 767
24. Cech, F.; Zbiral, E. Tetrahedron 1975, 31, 605
25. Zbiral, E.; Ehrenfreund, J. Tetrahedron 1971, 27, 4125
26. Zbiral, E.; Nestler, G. Tetrahedron 1970, 26, 2945
27. Ehrenfreund, J.; Zbiral, E. Liebigs Ann. Chem. 1973, 290.