Chiral synthesis of 3-[(R)-1-hydroxyethyl]-4-oxoazetidin-2-yl acetate using an asymmetric 1,3-dipolar cycloaddition reaction

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue 6, 1988, Pages 1593-1597

  Kametani, Tetsuji ^a   Chu, Shih Der ^a   Honda, Toshio ^a  

^a HOSHI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049077177     PISSN: 14727781     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (25)

1. Review: A. Padwa, Angew. Chem., Int. Ed. Engl., 1976, 15, 123
2. W. Oppolzer, Angew. Chem., Int. Ed. Engl., 1977, 16, 10
3. J. J. Tufariello, Acc. Chem. Res., 1979, 396.
4. L. A. Paquette, ‘Asymmetric Synthesis,’ ed. J. D. Morrison, Academic Press, Inc. San Francisco, 1984, vol. 3, pp. 455–501.
5. T. Kametani, T. Nagahara, and T. Honda, J. Org. Chem., 1985, 50, 2327.
6. T. Miyadera, J. Synth. Org. Chem. (Japan), 1983, 41, 1168.
7. T. Kametani, K. Fukumoto, and M. Ihara, Heterocycles, 1982, 17, 463
8. M. Shibuya, J. Synth. Org. Chem. (Japan), 1983, 41, 62.
9. A. Yoshida, T. Hayashi, N. Takeda, S. Oida, and E. Ohki, Chem. Pharm. Bull., 1981, 29, 2899
10. K. Hirai, Y. Iwano, and K. Fujimoto, Tetrahedron Lett., 1982, 23, 4021, 4025
11. W. J. Leanza, F. DiNinno, D. A. Muthard, R. R. Wilkening, K. J. Wildoner, R. W. Ratchiffe, and B. G. Christensen, Tetrahedron, 1983, 39, 2505.
12. P. J. Reider and E. J. J. Grabowski, Tetrahedron Lett., 1982, 23, 2293.
13. T. Chiba, M. Nagatsuma, and T. Nakai, Chem. Lett., 1984, 1927
14. T. Chiba, M. Nagatsuma, and T. Nakai, Chem. Lett., 1985, 1343
15. T. Chiba, and T. Nakai, Chem. Lett., 1985, 651
16. G. Cainelli, M. Contents, D. Giacomini, and M. Panunzio, Tetrahedron Lett., 1985, 26, 937.
17. Sumitomo Chemical Ind. Co., Ltd., Japan Kokai, Jap. P. 58-99463 (1983) and 60-32765 (1985)
18. Kanegafuchi Chemical Co., Ltd., Japan Kokai, Jap. P. 61-18791 (1986)
19. Y. Ito, T. Kawabata, and S. Terashima, Tetrahedron Lett., 1986, 27, 5751.
20. J. Jurczak and A. Zomojski, Rocz. Chem., 1970, 44, 2257.
21. Y. Inoue, Y. Watanabe, S. Takahashi, and H. Kakisawa, Bull. Chem. Soc. Jpn., 1979, 52, 3763.
22. Y. Inoue, J. Hara, and H. Kakisawa, Chem. Lett., 1980, 1407.
23. C. Belzecki and I. Panfil, J. Org. Chem., 1979, 44, 1212, and references cited therein.
24. J. J. Tufariello, G. E. Lee, P. A. Senaratne, and M. A. Nuri, Tetrahedron Lett., 1979, 4359
25. J. J. Tufariello and G. E. Lee, J. Am. Chem. Soc., 1980, 102, 73.