Total Syntheses of Galactosidase Inhibitors (+)-Galactostatin and (+)-1-Deoxygalactostatin

Journal of Organic Chemistry

Volumn 56, Issue 2, 1991, Pages 815-819

  Aoyagi, Sakae ^a   Fujimaki, Satoshi ^a   Yamazaki, Naoki ^a   Kibayashi, Chihiro ^a  

^a TOKYO UNIVERSITY OF PHARMACY AND LIFE SCIENCES   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

1 DEOXYGALACTOSTATIN; ENZYME INHIBITOR; GALACTOSTATIN; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS;

EID: 0026026124     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00002a057     Document Type: Article

References (26)

1. Aoyagi, S.; Fujimaki, S.; Yamazaki, N.; Kibayashi, C. Heterocycles 1990, 30, 783.
2. Ishida, N.; Kumagai, K.; Niida, T.; Tsuruoka, T.; Yumoto, H. J. Antibiot., Ser. A 1967, 20, 66.
3. Inouye, S.; Tsuruoka, T.; Ito, T.; Niida, T. Tetrahedron 1968, 24, 2125.
4. Schmidt, D. D.; Frommer, W.; Muller, L.; Trusheit, E. Naturwissenschaften 1979, 66, 584.
5. Yagi, M.; Kouno, T.; Aoyagi, Y.; Murai, H. Nippon Nogei Kagaku Kaishi 1976, 50, 571.
6. Daigo, K.; Inamori, Y.; Takemoto, T. Chem. Pharm. Bull. 1986, 34, 2243.
7. Niwa, T.; Tsuruoka, T.; Goi, H.; Kodama, Y.; Itoh, J.; Inouye, S.; Yamada, Y.; Niida, T.; Nobe, M.; Ogawa, Y. J. Antibiot. 1984, 37, 1579.
8. Fellows, L. E.; Bell, E. A.; Lynn, D. G.; Pilkiewicz, F.; Miura, I.; Nakanishi, K. J. Chem. Soc., Chem. Commun. 1979, 977.
9. Legier, G.; Julich, E. Carbohydr. Res. 1984, 128, 61.
10. Paulsen, H.; Hayauchi, Y.; Sinnwell, V. Chem. Ber. 1980, 113, 2601.
11. Bernotas, R. C.; Pezzone, M. A.; Ganem, B. Carbohydr. Res. 1987, 167, 305.
12. Legier, G.; Pohl, S. Carbohydr. Res. 1986, 155, 119.
13. Miyake, Y.; Ebata, M. J. Antibiot. 1987, 40, 122.
14. Miyake, Y.; Ebata, M. Agric. Biol. Chem. 1988, 52, 153.
15. Miyake, Y.; Ebata, M. Agric. Biol. Chem. 1988, 52, 661.
16. Miyake, Y.; Ebata, M. Agric. Biol. Chem. 1988, 52, 1649.
17. Iida, H.; Yamazaki, N.; Kibayashi, C. J. Org, Chem. 1987, 52, 3337.
18. Katsuki, T.; Sharpless, K. B. J. Am. Chem. Soc. 1980, 102, 5974.
19. Houk, K. N.; Moses, S. R.; Wu, Y.-D.; Rondon, N. G.; Jöger, V.; Schohe, R.; Fronczek, F. R. J. Am. Chem. Soc. 1984, 106, 3880.
20. Houk, K. N.; Duh, H.-Y.; Wu, Y.-D.; Moses, S. R. Tetrahedron Lett. 1986, 108, 2754.
21. Johnson, M. R.; Kishi, Y. Tetrahedron Lett. 1979, 4347.
22. Hatakeyama, S.; Matsui, Y.; Suzuki, M.; Sakurai, K.; Takano, S. Tetrahedron Lett. 1985, 26, 6485.
23. Johnson, F. Chem. Rev. 1968, 68, 325.
24. Johnson, M. R.; Nakata, T.; Kishi, Y. Tetrahedron Lett. 1979, 4343.
25. Hasan, I.; Kishi, Y. Tetrahedron Lett. 1980, 21, 4229.
26. Dawe, R. D.; Molinski, T. F.; Turner, J. V. Tetrahedron Lett. 1984, 25, 2061.