Selectivity in radical reactions of alanylglycine anhydride derivatives

Australian Journal of Chemistry

Volumn 49, Issue 5, 1996, Pages 605-610

  Chai, Christina L L ^a   Hay, Darren B ^b   King, Alison R ^a  

^a AUSTRALIAN NATIONAL UNIVERSITY   (Australia)

^b VICTORIA UNIVERSITY OF WELLINGTON   (New Zealand)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0011997946     PISSN: 00049425     EISSN: None     Source Type: Journal    
DOI: 10.1071/ch9960605     Document Type: Article

References (38)

1. Jasperse, C. P., Curran, D. P., and Feviz, T. L., Chem. Rev., 1991, 91, 1237; Curran, D. P., Synthesis, 1988, (a) 417; (b) 489; Ramaiah, R., Tetrahedron, 1987, 43, 3541; Newcomb, M., Tetrahedron, 1993, 49, 1151; Curran, D. P., in 'Comprehensive Organic Synthesis' (Eds B. M. Trost and I. Fleming) Vol. 4, Chs 4.1 and 4.2 (Pergamon: Oxford 1991); Ghosez, A., Giese, B., Mehl, W., Metzger, J. O., and Zipse, H., in 'Methoden der organische Chemie (Houben-Weyl)' (Eds M. Regitz and B. Giese) Vol. E19a, Parts 1 and 2 (Georg Thieme: Stuttgart, 1989).
2. Jasperse, C. P., Curran, D. P., and Feviz, T. L., Chem. Rev., 1991, 91, 1237; Curran, D. P., Synthesis, 1988, (a) 417; (b) 489; Ramaiah, R., Tetrahedron, 1987, 43, 3541; Newcomb, M., Tetrahedron, 1993, 49, 1151; Curran, D. P., in 'Comprehensive Organic Synthesis' (Eds B. M. Trost and I. Fleming) Vol. 4, Chs 4.1 and 4.2 (Pergamon: Oxford 1991); Ghosez, A., Giese, B., Mehl, W., Metzger, J. O., and Zipse, H., in 'Methoden der organische Chemie (Houben-Weyl)' (Eds M. Regitz and B. Giese) Vol. E19a, Parts 1 and 2 (Georg Thieme: Stuttgart, 1989).
3. Jasperse, C. P., Curran, D. P., and Feviz, T. L., Chem. Rev., 1991, 91, 1237; Curran, D. P., Synthesis, 1988, (a) 417; (b) 489; Ramaiah, R., Tetrahedron, 1987, 43, 3541; Newcomb, M., Tetrahedron, 1993, 49, 1151; Curran, D. P., in 'Comprehensive Organic Synthesis' (Eds B. M. Trost and I. Fleming) Vol. 4, Chs 4.1 and 4.2 (Pergamon: Oxford 1991); Ghosez, A., Giese, B., Mehl, W., Metzger, J. O., and Zipse, H., in 'Methoden der organische Chemie (Houben-Weyl)' (Eds M. Regitz and B. Giese) Vol. E19a, Parts 1 and 2 (Georg Thieme: Stuttgart, 1989).
4. Jasperse, C. P., Curran, D. P., and Feviz, T. L., Chem. Rev., 1991, 91, 1237; Curran, D. P., Synthesis, 1988, (a) 417; (b) 489; Ramaiah, R., Tetrahedron, 1987, 43, 3541; Newcomb, M., Tetrahedron, 1993, 49, 1151; Curran, D. P., in 'Comprehensive Organic Synthesis' (Eds B. M. Trost and I. Fleming) Vol. 4, Chs 4.1 and 4.2 (Pergamon: Oxford 1991); Ghosez, A., Giese, B., Mehl, W., Metzger, J. O., and Zipse, H., in 'Methoden der organische Chemie (Houben-Weyl)' (Eds M. Regitz and B. Giese) Vol. E19a, Parts 1 and 2 (Georg Thieme: Stuttgart, 1989).
5. Jasperse, C. P., Curran, D. P., and Feviz, T. L., Chem. Rev., 1991, 91, 1237; Curran, D. P., Synthesis, 1988, (a) 417; (b) 489; Ramaiah, R., Tetrahedron, 1987, 43, 3541; Newcomb, M., Tetrahedron, 1993, 49, 1151; Curran, D. P., in 'Comprehensive Organic Synthesis' (Eds B. M. Trost and I. Fleming) Vol. 4, Chs 4.1 and 4.2 (Pergamon: Oxford 1991); Ghosez, A., Giese, B., Mehl, W., Metzger, J. O., and Zipse, H., in 'Methoden der organische Chemie (Houben-Weyl)' (Eds M. Regitz and B. Giese) Vol. E19a, Parts 1 and 2 (Georg Thieme: Stuttgart, 1989).
6. Jasperse, C. P., Curran, D. P., and Feviz, T. L., Chem. Rev., 1991, 91, 1237; Curran, D. P., Synthesis, 1988, (a) 417; (b) 489; Ramaiah, R., Tetrahedron, 1987, 43, 3541; Newcomb, M., Tetrahedron, 1993, 49, 1151; Curran, D. P., in 'Comprehensive Organic Synthesis' (Eds B. M. Trost and I. Fleming) Vol. 4, Chs 4.1 and 4.2 (Pergamon: Oxford 1991); Ghosez, A., Giese, B., Mehl, W., Metzger, J. O., and Zipse, H., in 'Methoden der organische Chemie (Houben-Weyl)' (Eds M. Regitz and B. Giese) Vol. E19a, Parts 1 and 2 (Georg Thieme: Stuttgart, 1989).
7. Jasperse, C. P., Curran, D. P., and Feviz, T. L., Chem. Rev., 1991, 91, 1237; Curran, D. P., Synthesis, 1988, (a) 417; (b) 489; Ramaiah, R., Tetrahedron, 1987, 43, 3541; Newcomb, M., Tetrahedron, 1993, 49, 1151; Curran, D. P., in 'Comprehensive Organic Synthesis' (Eds B. M. Trost and I. Fleming) Vol. 4, Chs 4.1 and 4.2 (Pergamon: Oxford 1991); Ghosez, A., Giese, B., Mehl, W., Metzger, J. O., and Zipse, H., in 'Methoden der organische Chemie (Houben-Weyl)' (Eds M. Regitz and B. Giese) Vol. E19a, Parts 1 and 2 (Georg Thieme: Stuttgart, 1989).
8. Porter, N. A., Giese, B., and Curran, D. P., Acc. Chem. Res., 1991, 24, 296; RajanBabu, T. V., Acc. Chem. Res., 1991, 24, 139; Beckwith, A. L. J., Chem. Soc. Rev., 1993, 22, 143.
9. Porter, N. A., Giese, B., and Curran, D. P., Acc. Chem. Res., 1991, 24, 296; RajanBabu, T. V., Acc. Chem. Res., 1991, 24, 139; Beckwith, A. L. J., Chem. Soc. Rev., 1993, 22, 143.
10. Porter, N. A., Giese, B., and Curran, D. P., Acc. Chem. Res., 1991, 24, 296; RajanBabu, T. V., Acc. Chem. Res., 1991, 24, 139; Beckwith, A. L. J., Chem. Soc. Rev., 1993, 22, 143.
11. Badran, T. W., Chai, C. L. L., Easton, C. J., Harper, J. B., and Page, D. M., Aust. J. Chem., 1995, 48, 1379.
12. Witiak, D. T., and Wei, Y., Prog. Drug Res., 1990, 35, 249; Waring, P., and Müllbacher, A., Med. Res. Rev., 1988, 8, 76.
13. Witiak, D. T., and Wei, Y., Prog. Drug Res., 1990, 35, 249; Waring, P., and Müllbacher, A., Med. Res. Rev., 1988, 8, 76.
14. Kanmera, T., Lee, S., Aoyagi, H., and Izumiya, N., Tetrahedron Lett., 1979, 4483.
15. Levene, P. A., Simms, H. S., and Pfaltz, M. H., J. Biol. Chem., 1926, 70, 253.
16. Pickenhagen, W., Dietrich, D., Keil. B., Polonsky, J., Nouaille, F., and Lederer, E., Helv. Chim. Acta, 1975, 58, 1078; Nitecki, D. E., Halpern, B., and Westley, J. W. J. Org. Chem., 1968, 33, 864.
17. Pickenhagen, W., Dietrich, D., Keil. B., Polonsky, J., Nouaille, F., and Lederer, E., Helv. Chim. Acta, 1975, 58, 1078; Nitecki, D. E., Halpern, B., and Westley, J. W. J. Org. Chem., 1968, 33, 864.
18. Kopple, K. D., and Marr, D. H., J. Am. Chem. Soc., 1967, 89, 6193; Kopple, K. D., and Ohnishi, M., J. Am. Chem. Soc., 1969, 91, 962.
19. Kopple, K. D., and Marr, D. H., J. Am. Chem. Soc., 1967, 89, 6193; Kopple, K. D., and Ohnishi, M., J. Am. Chem. Soc., 1969, 91, 962.
20. Chai, C. L. L., and Hockless, D. C. R., Acta Crystallogr., Sect. C: Cryst. Struct. Commun., 1995, 2579.
21. Machin, P. G., and Sammes, P. G., J. Chem. Soc., Perkin Trans. 1, 1976, 628.
22. Williams, R. M., Anderson, O. P., Armstrong, R. W., Josey, J., Meyers, H., and Eriksson, C., J. Am. Chem. Soc., 1982, 104, 6092; Williams, R. M., Armstrong, R. W., Maruyama, L. K., Dung, J., and Anderson, O. P., J. Am. Chem. Soc., 1985, 107, 3246.
23. Williams, R. M., Anderson, O. P., Armstrong, R. W., Josey, J., Meyers, H., and Eriksson, C., J. Am. Chem. Soc., 1982, 104, 6092; Williams, R. M., Armstrong, R. W., Maruyama, L. K., Dung, J., and Anderson, O. P., J. Am. Chem. Soc., 1985, 107, 3246.
24. Yoshimura, J., Nakamura, H., and Matsunari, K., Bull. Chem. Soc. Jpn, 1975, 48, 605; Yoshimura, J., Sugiyama, Y., and Nakamura, H., Bull. Chem. Soc. Jpn, 1973, 46, 2850; Beckwith, A. L. J., Pyne, S. G., Dikic, B., Chai, C. L. L., Gordon, P. A., Skelton, B. W., Tozer, M. J., and White, A. H., Aust. J. Chem., 1993, 46, 1425.
25. Yoshimura, J., Nakamura, H., and Matsunari, K., Bull. Chem. Soc. Jpn, 1975, 48, 605; Yoshimura, J., Sugiyama, Y., and Nakamura, H., Bull. Chem. Soc. Jpn, 1973, 46, 2850; Beckwith, A. L. J., Pyne, S. G., Dikic, B., Chai, C. L. L., Gordon, P. A., Skelton, B. W., Tozer, M. J., and White, A. H., Aust. J. Chem., 1993, 46, 1425.
26. Yoshimura, J., Nakamura, H., and Matsunari, K., Bull. Chem. Soc. Jpn, 1975, 48, 605; Yoshimura, J., Sugiyama, Y., and Nakamura, H., Bull. Chem. Soc. Jpn, 1973, 46, 2850; Beckwith, A. L. J., Pyne, S. G., Dikic, B., Chai, C. L. L., Gordon, P. A., Skelton, B. W., Tozer, M. J., and White, A. H., Aust. J. Chem., 1993, 46, 1425.
27. Giese, B., Angew. Chem., Int. Ed. Engl., 1989, 28, 969.
28. Davies, D. B., and Khaled, Md. A., J. Chem. Soc., Perkin Trans. 2, 1976, 1238.
29. Easton, C. J., Adv. Detailed React. Mech., 1991, 1, 83; Schwarzberg, M., Sperling, J., and Elad, D., J. Am. Chem. Soc., 1973, 95, 6418; Wheelan, P., Kirsch, W. M., and Koch, T. H., J. Org. Chem., 1989, 54, 4360.
30. Easton, C. J., Adv. Detailed React. Mech., 1991, 1, 83; Schwarzberg, M., Sperling, J., and Elad, D., J. Am. Chem. Soc., 1973, 95, 6418; Wheelan, P., Kirsch, W. M., and Koch, T. H., J. Org. Chem., 1989, 54, 4360.
31. Easton, C. J., Adv. Detailed React. Mech., 1991, 1, 83; Schwarzberg, M., Sperling, J., and Elad, D., J. Am. Chem. Soc., 1973, 95, 6418; Wheelan, P., Kirsch, W. M., and Koch, T. H., J. Org. Chem., 1989, 54, 4360.
32. Easton, C. J., and Hay, M. P., J. Chem. Soc., Chem. Commun., 1986, 55.
33. Badran, T. W., Easton, C. J., Horn, E., Kociuba, K., May, B. L., Schliebs, D. M., and Tiekink, E. R. T., Tetrahedron: Asymmetry, 1993; 4, 197.
34. Chai, C. L. L., and King, A. R., Tetrahedron Lett., 1995, 36, 4295.
35. McDermott, J. R., and Benoiton, N. L., Can. J. Chem., 1973, 51, 1915.
36. Fischer, E., and Abderhalden, E., Ber. Dtsch. Chem. Ges., 1906, 39, 752.
37. Rajappa, S., and Advani, B. G., J. Chem. Soc., Perkin Trans. 1, 1974, 2122.
38. Machin, P. J., and Sammes, P. G., J. Chem. Soc., Perkin Trans. 1, 1976, 624.