β-Lactams by a nickel powder / acetic acid mediated radical cyclisation

Tetrahedron Letters

Volumn 37, Issue 9, 1996, Pages 1397-1400

  Quiclet Sire, Béatrice ^a   Saunier, Jean Baptiste ^a   Zard, Samir Z ^a,b  

^a CNRS   (France)

^b LABORATOIRE DE SYNTHÈSE ORGANIQUE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

BETA LACTAM DERIVATIVE;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; REACTION ANALYSIS; TECHNIQUE;

EID: 0029874711     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00033-0     Document Type: Article

References (18)

1. For recent reviews and monographs, see: (a)The Chemistry of β-Lactams ; Page, M. I., Ed.; Chapman & Hall : London, 1992.
2. (b) Recent Progress in Chemical Synthesis of Antibiotics; Lukacs, G.; Ohno, M., Eds.; Springer-Verlag: Berlin, 1990.
3. (c) An issue of BioMed. Chem. Lett. was recently devoted to recent advances in the chemistry and biology of β-lactams and β-lactam antibiotics : BioMed. Chem. Lett. 1993, 3, 2139-2486.
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5. (b) Bryon Gill, G.; Pattenden, G.; Reynolds, S. J. J. Chem. Soc., Perkin Trans 1 1994, 369-378.
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7. (d) Fremont, S. L.; Belletire, J. L.; Ho, D. M. Tetrahedron Lett. 1991, 32, 2335-2338.
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9. (f) Sato, T.; Nakamura, N.; Ikeda, K.; Okada, M.; Ishibashi, H.; Ikeda, M. J. Chem. Soc., Perkin Trans 1 1992, 2399-2407.
10. (g) Ishibashi, H.; Kameoka, C.; Yoshikawa, A.; Ueda, R.; Kodama, K.; Sato, T.; Ikeda, M. Synlett 1993, 649-650.
11. (h) Sato, T.; Chono, N.; Ishibashi, H.; Ikeda, M. J. Chem. Soc., Perkin Trans 1 1995, 1115-1120.
12. (a) Boivin, J.; Schiano, A.-M.; Zard, S. Z. Tetrahedron Lett. 1992, 33, 7849-7852.
13. (b) Boivin, J.; Yousfi, M.; Zard, S. Z. Tetrahedron Lett. 1994, 35, 5629-5632.
14. (c) Boivin, J.; Yousfi, M.; Zard, S. Z. Tetrahedron Lett. 1994, 35, 9553-9556.
15. (a) Beckwith, A. L. J.; Moad, G. J. Chem. Soc., Perkin Trans 2 1980, 1083-1092.
16. (b) Park, S.-U.; Varick, T. R.; Newcomb, M. Tetrahedron Lett. 1990, 31, 2975-2978.
17. Cekovic, Z.; Saicic, R. N. Tetrahedron Lett. 1990, 31, 6085-6088.
18. 4) and concentrated. The residue was chromatographed on silica gel (heptane-ethyl acetate) to give the observed products in the yields stated.