Azide rearrangements in electron-deficient systems

Chemical Society Reviews

Volumn 35, Issue 2, 2006, Pages 146-156

  Lang, S ^a   Murphy, J A ^b  

^a UNIVERSITY OF YORK   (United Kingdom)

^b UNIVERSITY OF STRATHCLYDE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; ALKENE; AZIDE; KETONE;

CHEMICAL STRUCTURE; CHEMISTRY; CYCLIZATION; ELECTRON; REVIEW; STEREOISOMERISM; SYNTHESIS;

ALCOHOLS; ALKENES; AZIDES; CYCLIZATION; ELECTRONS; KETONES; MOLECULAR STRUCTURE; STEREOISOMERISM;

EID: 33645214595     PISSN: 03060012     EISSN: 14604744     Source Type: Journal    
DOI: 10.1039/b505080d     Document Type: Article

References (40)

1. R. F. Schmidt, Ber. 1924, 57, 704
2. H. Wolfe, Org. React. 1946, 3, 307
3. P. A. S. Smith, in Molecular Rearrangements, ed. P. de Mayo, John Wiley & Sons, New York, 1963, Vol. 1, pp 457
4. R. A. Abramovich and E. P. Kyba, in The Chemistry of the Azido Group, ed. S. Patai, John Wiley & Sons, London, 1971, pp 221
5. P. E. Kyba, in Azides and Nitrenes: Reactivity and Utility, ed. E. F. V. Scriven, Academic, Orlando, 1984, p 2, et seq.
6. M. S. Newman, H. L. Gildenhorn, J. Am. Chem. Soc. 1948, 70, 317
7. P. A. S. Smith, J. Am. Chem. Soc. 1948, 70, 320
8. G. R. Krow, S. W. Szczepanski, J. Y. Kim, N. Liu, A. Sheikh, Y. Xiao, J. Yuan, J. Org. Chem. 1999, 64, 1254
9. N. Gálvez, M. Moreno-Mañas, R. M. Sebastián, A. Vallribera, Tetrahedron 1996, 52, 1609
10. B. M. Trost, M. Vaultier, M. L. Santiago, J. Am. Chem. Soc. 1980, 102, 7929
11. J. Aubé, G. L. Milligan, J. Am. Chem. Soc. 1991, 113, 8965
12. C. J. Mossman, J. Aubé, Tetrahedron 1996, 52, 3403
13. A. Hassner, R. Fibiger, A. S. Amarasekara, J. Org. Chem. 1988, 53, 22
14. P. A. Evans, D. P. Modi, J. Org. Chem. 1995, 60, 6662
15. R. Iyengar, K. Schildknegt, J. Aubé, Org. Lett. 2000, 2, 1625
16. G. Stork, J. E. Dolfin, J. Am. Chem. Soc. 1963, 85, 2872
17. B. T. Smith, J. A. Wendt, J. Aubé, Org. Lett. 2002, 4, 2577
18. A. Wrobleski, K. Sahasrabudhe, J. Aubé, J. Am. Chem. Soc. 2004, 126, 5475
19. J. E. Forsee, J. Aubé, J. Org. Chem. 1999, 64, 4381
20. B. T. Smith, V. Gracias, J. Aubé, J. Org. Chem. 2000, 65, 3771
21. V. Gracias, G. L. Milligan, J. Aubé, J. Am. Chem. Soc. 1995, 117, 8047
22. N. D. Hewlett, J. Aubé, J. L. Radkiewicz-Poutsma, J. Org. Chem. 2004, 69, 3439
23. P. Desai, K. Schildknegt, K. A. Agrios, C. Mossman, G. L. Milligan, J. Aubé, J. Am. Chem. Soc. 2000, 122, 7226
24. V. Gracias, G. L. Milligan, J. Aubé, J. Am. Chem. Soc. 1995, 117, 8047
25. W. H. Pearson, J. M. Schkeryantz, Tetrahedron Lett. 1992, 33, 5291
26. W. H. Pearson, R. Walavalkar, J. M. Schkeryantz, W. Fang, J. D. Blickensdorf, J. Am. Chem. Soc. 1993, 115, 10183
27. W. H. Pearson, W. Fang, J. Org. Chem. 1995, 60, 4960
28. W. H. Pearson, J. Heterocycl. Chem. 1996, 33, 1489
29. W. H. Pearson, D. A. Hutta, W. Fang, J. Org. Chem. 2000, 65, 8326
30. W. H. Pearson, R. Walavalkar, Tetrahedron 2001, 57, 5081
31. W. H. Pearson, W. Fang, J. Org. Chem. 2000, 65, 7158
32. W. H. Pearson, W. Fang, J. Org. Chem. 2001, 66, 6838
33. G. Reddy, B. Varghese, S. Baskaran, Org. Lett. 2003, 5, 583
34. S. Lang, A. R. Kennedy, J. A. Murphy, A. H. Payne, Org. Lett. 2003, 5, 3655
35. C.-K. Sha, S.-L. Ouyang, D.-Y. Hsieh, R.-C. Chang, S.-C. Chang, J. Org. Chem. 1986, 51, 1490
36. G. A. Molander, C. T. Bibeau, Tetrahedron Lett. 2002, 43, 5385
37. D. S. Reddy, W. R. Judd, J. Aubé, Org. Lett. 2003, 5, 3899
38. P. Mahoney, C. R. Smith, J. N. Johnston, J. Am. Chem. Soc. 2005, 127, 1354
39. W. H. Pearson, W. Fang, J. W. Kampf, J. Org. Chem. 1994, 59, 2682
40. P. Magnus, K. S. Matthews, V. Lynch, Org. Lett. 2003, 5, 2181