Pyridinium hydrobromide perbromide: A versatile catalyst for aziridination of olefins using chloramine-T

Organic Letters

Volumn 1, Issue 5, 1999, Pages 705-707

  Ali, Sayyed Iliyas ^a   Nikalje, Milind D ^a   Sudalai, A ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000092935     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol9900966     Document Type: Article

References (31)

1. Pearson, W. H.; Lian, B. W.; Bergmeier, S. C. In Comprehensive Heterocyclic Chemistry II; Padwa, A., Ed.; Pergamon Press: New York, 1996; Vol 1A, pp 1-60.
2. Tanner, D. Angew. Chem., Int. Ed. Engl. 1994, 33, 599.
3. Deyrup, J. A. In The Chemistry of Heterocyclic Compounds; Hassner, A., Ed.; Wiley: New York, 1983; Vol. 42, Part 1, Chapter 1.
4. (a) Evans, D. A.; Faul, M. M.; Bilodeau, M. T. J. Am. Chem. Soc. 1994, 116, 2742.
5. (b) Li, Z.; Conser, K. R.; Jacobsen, E. N. J. Am. Chem. Soc 1993 115, 5326.
6. (c) Minakata, S.; Ando, T.; Nishimura, M.; Ryu, I.; Komatsu, M.; Angew. Chem., Int. Ed. Engl. 1998, 37, 3392.
7. (d) Muller, P.; Baud, C.; Jacquier, Y. Tetrahedron 1996, 52, 1543.
8. (e) Nageli, I.; Baud, C.; Bernardinelli, G.; Jacquier, Y.; Moran, M.; Muller, P. Helv. Chim. Acta 1997, 80, 1087.
9. (f) Knight, J. G.; Muldownery, M. P. Synlett 1995, 949.
10. (a) Mohan, J. M.; Uphade, B. S.; Choudhary, V. R.; Ravindranathan, T.; Sudalai, A. Chem. Commun. 1997, 1429.
11. (b) Zhu, Z.; Espenson, J. H. J. Org. Chem. 1995, 60, 7090.
12. (c) Haynes, J. S.; Sams, J. R.; Thompson, R.C.S. Can. J. Chem. 1981, 59, 669.
13. (d) Zhu, Z.; Espenson, J. H. J. Am. Chem. Soc. 1996, 118, 9901.
14. (c) Casarrubios, L.; Perez, J. A. J. Org. Chem. 1996, 61, 8358.
15. Bremner, D. H. In Synthetic Reagents; Pizey, J. S., Ed.; Ellis Horwood Ltd.: Chichester, 1985; Vol. 6, pp 9-59.
16. Barton, D. H. R.; Britten-Kelly, M. R.; Ferreira, D. J. Chem. Soc., Perkin Trans. 1 1978, 1090.
17. (a) Li, G.; Chang, H. T.; Sharpless, K. B. Angew. Chem., Int. Ed. Engl. 1996, 35, 451.
18. (b) Sharpless, K. B.; Chong, A. O.; Oshima, K. J. Org. Chem 1976, 41, 177.
19. (c) Rubin, A. E.; Sharpless, K. B. Angew. Chem., Int. Ed. Engl. 1997, 36, 2637.
20. (d) Rudolph, J.; Sennhenn, P. C.; Sharpless, K. B. Angew. Chem., Int. Ed. Engl. 1996, 35, 2810.
21. (e) Li, G.; Angert H. H.; Sharpless, K. B. Angew. Chem., Int. Ed. Engl. 1996, 35, 2813.
22. (f) Reddy, K. L.; Sharpless, K. B. J. Am. Chem. Soc. 1998, 120, 1207.
23. (e) Reddy, K. L.; Dress, K. R.; Sharpless, K. B. Tetrahedron Lett. 1998, 39, 3667.
24. (a) Sharpless, K. B.; Hori, T.; Truesdale, L. K.; Dietrich, C. O. J. Am. Chem. Soc. 1976, 98, 269.
25. (b) Sharpless, K. B.; Hori, T. J. Org. Chem. 1976, 41, 177.
26. Albone, D. P.; Aujla, P. S.; Taylor, P. C. J. Org. Chem. 1998, 63, 9569.
27. Jeong, J. U.; Tao, B.; Sagasser, I.; Henninges, H.; Sharpless, K. B. J. Am. Chem. Soc. 1998, 120, 6844.
28. Ando, T.; Minakata, D. S.; Ryu, I.; Komatsu, M. Tetrahedron 1998, 54, 13485.
29. Fieser; Fieser, L. F. Experiments in Organic Chemistry, 3rd ed.; D. C. Heath & Company: Boston, 1957; p 65.
30. Alonso, D. A.; Andersson, P. G. J. Org. Chem. 1998, 63, 9459.
31. 3: C, 58.40; H, 6.40; N, 5.23; S, 11.99. Found: C, 58.41; H, 6.42; N, 5.25; S, 11.99.