Cyclisation of α-chiral aminyl radicals

Comptes Rendus de l'Academie des Sciences - Series IIc: Chemistry

Volumn 4, Issue 7, 2001, Pages 625-640

  Russell Bowman, W ^a   Coghlan, Daniel R ^a   Shah, Hitesh ^a  

^a LOUGHBOROUGH UNIVERSITY   (United Kingdom)

Author keywords

amino acids; chiral radicals; Acides amino; Aminyl radicals; Cyclisation radicalaire; Radical cyclisation; Radicaux aminyle; Radicaux chiraux en position ; Stereoselectivity; Sulf namides; Sulfenamides

Indexed keywords

EID: 0042870205     PISSN: 13871609     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1387-1609(01)01281-6     Document Type: Article

References (53)

1. Aldabbagh F., Bowman W.R. Contemp. Org. Synth. 4:1997;261-261.
2. Bowman W.R., Bridge C.F., Brookes P. J. Chem. Soc., Perkin Trans. 1:2000;1-1.
3. Fallis A.G., Brinza I.M. Tetrahedron. 53:1997;17543-17543.
4. Esker J.L., Newcomb M. Advances in Heterocyclic Chemistry. 58:1993;1-1.
5. Bowman W.R., Clark D.N., Marmon R.J. Tetrahedron Lett. 32:1991;6441-6441.
6. Bowman W.R., Clark D.N., Marmon R.J. Tetrahedron Lett. 33:1992;4993-4993.
7. Bowman W.R., Clark D.N., Marmon R.J. Tetrahedron. 50:1994;1275-1275.
8. Bowman W.R., Clark D.N., Marmon R.J. Tetrahedron. 50:1994;1295-1295.
9. Maxwell B.J., Smith B.J., Tsanaktsidis J. J. Chem. Soc., Perkin Trans. 2:2000;. 425 and references therein.
10. Bowman W.R., Stephenson P.T., Terrett N.K., Young A.R. Tetrahedron. 51:1995;7959-7959.
11. Bowman W.R., Stephenson P.T., Young A.R. Tetrahedron Lett. 36:1995;5623-5623.
12. Bowman W.R., Stephenson P.T., Young A.R. Tetrahedron. 52:1996;11445-11445.
13. Horner J.H., Musa O.M., Bouvier A., Newcomb M. J. Am. Chem. Soc. 120:1998;. 7738, and references therein.
14. Cassayre J., Zard S.Z. J. Am. Chem. Soc. 121:1999;. 6072 and references therein.
15. Clark A.J., Filik R.P., Peacock J.I., Thomas G.H. Synlett. 1999;441-441.
16. Cossy J., Tresnard L., Pardo D.G. Tetrahedron Lett. 40:1999;1125-1125.
17. Senboku H., Hasegawa H., Orito K., Tokuda M. Tetrahedron Lett. 41:2000;5699-5699.
18. Curran D.P., Porter N.A., Giese B. Stereochemistry of Radical Reactions. 1996;VCH, Weinheim.
19. Smadja W. Synlett. 1994;1-1.
20. Sibi M.P., Porter N.A. Acc. Chem. Res. 32:1999;163-163.
21. Giese B. Org. Reactions. 48:1996;301-301.
22. Renaud P., Giraud L. Synthesis. 1996;913-913.
23. Bowman W.R., Broadhurst M.J., Coghlan D.R., Lewis K.A. Tetrahedron Lett. 38:1997;6301-6301.
24. Duthaler R.O. Tetrahedron. 50:1994;1539-1539.
25. Williams R.M. Synthesis of Optically Active Amino Acids. 1989;Pergamon Press, Oxford.
26. Reetz M.T. Angew. Chem. Int. Ed. Engl. 30:1991;1531-1531.
27. Easton C.J. Coxon J.M. Advances in Detailed Reaction Mechanisms. 1991;83-83 Jai Press, London.
28. Easton C.J. Chem. Rev. 97:1997;53-53.
29. Adlington R.M., Baldwin J.E., Basak A., Kozyrod R.P. J. Chem. Soc., Chem. Commun. 1993;944-944.
30. Barton D.H.R., Gero S.D., Quiclet-Sire B., Samadi M. J. Chem. Soc., Perkin Trans. 1:1991;981-981.
31. Baldwin J.E., Fieldhouse R., Russell A.T. Tetrahedron Lett. 34:1993;5491-5491.
32. Baldwin J.E., Brown D., Scudder P.H., Wood M.E. Tetrahedron Lett. 36:1995;2105-2105.
33. Beckwith A.L.J. Chem. Soc. Rev. 22:1993;. 143 and references therein.
34. Rancourt J., Gorys V., Jolicœur E. Tetrahedron Lett. 39:1998;5339-5339.
35. Ha C., Musa O.M., Martinez F.N., Newcomb M. J. Org. Chem. 62:1997;2704-2704.
36. Horner J.H., Martinez F.N., Musa O.M., Newcomb M., Shahin H. J. Am. Chem. Soc. 117:1995;11124-11124.
37. Wagner B.D., Ruel G., Lusztyk J. J. Am. Chem. Soc. 118:1996;13-13.
38. Esker J.L., Newcomb M. J. Org. Chem. 58:1993;4933-4933.
39. Greenstein J.S., Winitz M. Chemistry of the Amino Acids. 1984;498-498 Krieger Publishing Company, Malabar, Florida.
40. Jackson R.F.W., Dunn M.J., Pietruszka J., Turner D. J. Org. Chem. 60:1995;2210-2210.
41. Morella A.M., Ward A.D. Aust. J. Chem. 48:1995;445-445.
42. Easton C.J., Kociuba K., Peters S.C. J. Chem. Soc., Chem. Commun. 1991;1475-1475.
43. Callier A.C., Quiclet-Sire B., Zard S.Z. Tetrahedron Lett. 35:1994;6109-6109.
44. Dicks P.F., Glover S.A., Goosen A., McCleland C.W. J. Chem. Soc., Perkin Trans. 1:1987;1243-1243.
45. Dicks P.F., Glover S.A., Goosen A., McCleland C.W. Tetrahedron. 43:1987;923-923.
46. Taguchi K., Mukaiyama T. Chem. Lett. 1973;1-1.
47. Greck C., Genêt J.P. Synlett. 1997;741-741.
48. Reddy K.L., Dress K.R., Sharpless K.B. Tetrahedron Lett. 39:1998;3667-3667.
49. Gauthier D.R., Zandi K.S., Shea K.J. Tetrahedron. 54:1998;2289-2289.
50. Batey R.A., Smil D.V. Tetrahedron Lett. 40:1999;9183-9183.
51. Zhang J., Clive D.L.J. J. Org. Chem. 64:1999;1754-1754.
52. Fensterbank L., Malacria M., Sieburth S.M. Synthesis. 1997;813-813.
53. López J.C., Gómez A.M., Fraser-Reid B. Aust. J. Chem. 48:1995;333-333.