Hydroxamate Approach to the Synthesis of β-Lactam Antibiotics

Accounts of Chemical Research

Volumn 19, Issue 2, 1986, Pages 49-56

  Miller, Marvin J ^a  

^a UNIVERSITY OF NOTRE DAME   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001807533     PISSN: 00014842     EISSN: 15204898     Source Type: Journal    
DOI: 10.1021/ar00122a004     Document Type: Article

References (49)

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22. 4-mediated N-C bond formation had been previously demonstrated intramolecularly during Merck’s synthesis of thienamycin. See ref 28a for an overview.
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29. Morrison, M. A.; Miller, M. J. J. Org. Chem. 1983, 48, 4421. The utility of 40 for the synthesis of carbapenems has been demonstrated: Shinkai, T.; Liu, T.; Reamer, R. A.; Sletziner, M. Tetrahedron Lett. 1982, 23, 4899.
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35. Rajendra, G.; Biswas, A.; Miller, M. J., unpublished results.
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37. Biswas, A.; Miller, M. J.; Krook, M. A.; Woulfe, S. R. In “Recent Advances in the Chemistry of β-Lactam Antibiotics”; Brown, A. G., Roberts, S. M., Eds.; Royal Society of Chemistry: London, 1985; Chapter 21.
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40. Kishimoto, S.; Sendai, M.; Hashiguchi, S.; Tommoto, M.; Satoh, Y.; Matsuo, T.; Kondo, M.; Ochiai, M. J. Antibiot. 1983, 36, 1421.
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43. Koster, W. H.; Slurarchyk, W. A.; Dejneka, T.; Kronenthal, D.; Perri, M. G.; Pilkiewicz, F. G.; Routh, F. L.; Sundeen, J. E.; Weaver, E. R.; Zahler, R. 25th Interscience Conference one Antimicrobial Agents and Chemotherapy, Minneapolis, MN, 1985; Abstract 368.
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45. (a) Woulfe, S. R.; Miller, M. J. Tetrahedron Lett. 1984, 25, 3293. (b) Woulfe, S. R.; Miller, M. J. J. Med. Chem. 1985, 28, 1447.
46. (a) Breuer, H.; Straub, H.; Treunver, U. D.; Drossard, J.-M.; Höhn, H.; Lindler, K. R. 24th Interscience Conference on Antimicrobial Agents and Chemotherapy, Washington, DC, 1984; Abstract 135. (b) Breuer, H.; Straub, H.; Treuner, U. S.; Drossard, J.-M.; Hohn, H.; Lindner, K. R. J. Antibiot. 1985, 38, 813.
47. Krook, M. A.; Miller, M. J., unpublished results. We thank Therese Debiak for the β-lactamase studies.
48. Breuer, H.; Denzel, T. German Patent DE3122795 A1.
49. Woulfe, S. R.; Iwagami, H.; Miller, M. J. Tetrahedron Lett. 1985, 3891. (b) Woulfe, S. R.; Iwagami, H.; Miller, M. J., submitted for publication.