Intramolecular general acid catalysis in the aminolysis of β-lactam antibiotics

Organic and Biomolecular Chemistry

Volumn 2, Issue 5, 2004, Pages 651-654

  Llinás, Antonio ^a   Page, Michael I ^a  

^a UNIVERSITY OF HUDDERSFIELD   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; ANTIBIOTICS; CHEMICAL BONDS; COMPOSITION; IONIC STRENGTH; MOLECULAR STRUCTURE; REACTION KINETICS;

AMINOLYSIS; BENZYLPENICILLIN; INTRAMOLECULAR GENERAL ACID CATALYSIS; LACTAM ANTIBIOTICS;

CATALYSIS;

ACID; AMINE; ANTIINFECTIVE AGENT; BETA LACTAM; CEFALORIDINE; PENICILLIN G;

ARTICLE; CATALYSIS; CHEMISTRY; CONFORMATION; SYNTHESIS;

ACIDS; AMINES; ANTI-BACTERIAL AGENTS; BETA-LACTAMS; CATALYSIS; CEPHALORIDINE; MOLECULAR CONFORMATION; PENICILLIN G;

EID: 1642410180     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b313900j     Document Type: Article

References (21)

1. M. I. Page, Adv. Phys. Org. Chem., 1987, 23, 165
2. M. I. Page, in The Chemistry of β-Lactams, ed. M. I. Page, Blackie, Glasgow, 1992, pp. 129-147
3. M. I. Page, Acc. Chem. Res., 1984, 17, 144.
4. N. P. Gensmantel and M. I. Page, Chem. Commun., 1978, 374
5. A. F. Martin, J. J. Morris and M. I. Page, Chem. Commun., 1979, 298
6. J. J. Morris and M. I. Page, J. Chem. Soc., Perkin Trans. 2, 1980, 212.
7. J. J. Morris and M. I. Page, J. Chem. Soc., Perkin Trans. 2, 1980, 220.
8. N. P. Gensmantel and M. I. Page, J. Chem. Soc., Perkin Trans. 2, 1982, 137.
9. A. M. Davis, P. Proctor and M. I. Page, J. Chem. Soc., Perkin Trans. 2, 1991, 1213.
10. A. Llinas, J. Donoso, B. Vilanova, J. Frau, F. Munoz and M. I. Page, J. Chem. Soc., Perkin Trans. 2, 2000, 1521.
11. A. Llinas and M. I. Page, J. Phys. Org. Chem., in press.
12. A. P. Laws and M. I. Page, Chem. Commun, 1998, 1609
13. S. Bounaga, M. Galleni, A. P. Laws and M. I. Page, Bioorg. Med. Chem., 2001, 9, 503.
14. A. Llinas and M. I. Page, Submitted to Bioorg. Med. Chem. Letts.
15. M. Birus, S. Inic, N. Kujundzic and B. Nigovic, Croat. Chim. Acta, 1998, 71, 807.
16. J. O. Edwards and R. G. Pearson, J. Am. Chem. Soc., 1962, 84, 16.
17. A. Llinas, B. Vilanova, F. Munoz and J. Donoso, J. Mol. Catal. A, 2001, 175, 3.
18. W. S. Faraci and R. F. Pratt, J. Am. Chem. Soc., 1986, 108, 5328
19. W. S. Faraci and R. F. Pratt, Biochemistry, 1985, 24, 903
20. S. C. Buckwell, M. I. Page, J. L. Longridge and S. G. Waley, J. Chem. Soc., Perkin Trans. 2, 1988, 1823
21. E. J. J. Grabowski, A. W. Douglas and G. B. Smith, J. Am. Chem. Soc., 1985, 107, 265.