Stereocontrolled Synthesis of 4-Acetoxy-2-azetidinone via Double Azetidinone Ring Formation : A Useful Precursor of Carbapenem and Penem Antibiotics

Bulletin of the Korean Chemical Society

Volumn 18, Issue 5, 1997, Pages 475-478

  Kwon, HeeAn ^a   Lee, MiJung ^a   Lee, InHee ^a   Lee, SuJin ^a   Yoon, TaekHyun ^a   Hwang, TaeSeop ^a  

^a Choongwae Pharma Co   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0031371377     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (20)

1. Ratcliffe, R. W.; Albers-Schonberg, G. Chemistry and Biology of Beta-Lactam Antibiotics; Academic Press: New York, USA., 1982; Vol 2, p 227
2. (a)Yamada, Y.; Kaneko, A. JP., 9016042. 1990.
3. 1, 1992.
4. 1, 1988.
5. Review of Carbapenem: (a) Palomo, C. Recent Progress in the Chemical Synthesis of Antibiotics; Springer- Verlag: Berlin, 1990; p 565. Review of Penems: (b) Perrone, E. Franceschi, G. ibid., p 163. (c) Volkman, R. A.; Kelbaugh, P. R.; Nason, D. M.; Jasys, V. J. J. Org. Chem. 1992, 57, 4352.
6. Review of Carbapenem: (a) Palomo, C. Recent Progress in the Chemical Synthesis of Antibiotics; Springer- Verlag: Berlin, 1990; p 565. Review of Penems: (b) Perrone, E. Franceschi, G. ibid., p 163. (c) Volkman, R. A.; Kelbaugh, P. R.; Nason, D. M.; Jasys, V. J. J. Org. Chem. 1992, 57, 4352.
7. Review of Carbapenem: (a) Palomo, C. Recent Progress in the Chemical Synthesis of Antibiotics; Springer- Verlag: Berlin, 1990; p 565. Review of Penems: (b) Perrone, E. Franceschi, G. ibid., p 163. (c) Volkman, R. A.; Kelbaugh, P. R.; Nason, D. M.; Jasys, V. J. J. Org. Chem. 1992, 57, 4352.
8. (d) Ishiguro, M.; Iwata, M.; Nakatsuka, T. JP., 47103, 1985.
9. Leanza, W. J.; DiNinno, F.; Muthard, D. A.; Wikening, R. R.; Wildonger, K. J.; Ratcliffe, R. W.; Christensen, B. G. Tetrahedron 1983, 39, 2505.
10. Salzamann, T. N.; Ratcliffe, R. W.; Christensen, B. G.; Bouffard, F. A. J. Am. Chem. Soc. 1980, 102, 6161.
11. Shiozaki, M.; Ishida, N.; Maruyama, H.; Hiraoka, T. Tetrahedron 1983, 39, 2399.
12. (a) Shiozaki, M.; Ishida, N.; Hiraoka, T.; Maruyama, H. Tetrahedron 1984, 40, 1795.
13. (b) Hanessian, S.; Bedeschi, A.; Battistin, C.; Mongelli, N. J. Am. Chem. Soc. 1985, 107, 1438.
14. 1, 1986.
15. (b) Chiba, T.; Nakai, T. Chem. Lett. 1985, 651.
16. Shiozaki, M.; Hiraoka, T.; Yanagisawa, H.; Maruyama, H.; Kishi, N.; Oda, O. Heterocycles 1986, 24, 1007.
17. Kronenthal, R.; Han, C. Y.; Taylor, M. K. J. Org. Chem. 1982, 47, 2765.
18. Cason, J. Org. Synth. Collective Volume 3, 1995, p 3.
19. Yanagisawa, H.; Ando, A.; Shiozaki, M.; Hiraoka, T. Tetrahedron Lett. 1983, 24, 1037.
20. Gupta, D.; Soman, R.; Dev, S. Tetrahedron 1982, 38, 3013.