Syntheses of cholesta-5,7-diene-3β,25-diol and Cholesta-5,7-diene-1α,3β,25-triol

Bulletin of the Chemical Society of Japan

Volumn 62, Issue 8, 1989, Pages 2599-2603

  Tachibana, Yoji ^a   Yokoyama, Shinji ^a   Tsuji, Masahiro ^a  

^a NISSHIN SEIFUN GROUP INC   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMISTRY; SYNTHESIS (CHEMICAL);

7-DIENE; DEPROTECTION; DESULFONYLATION; HALIDE DERIVATIVES; OZONOLYSIS; TETRAHYDROPYRANYL; TITLE COMPOUNDS;

OZONE;

EID: 0003611002     PISSN: 00092673     EISSN: 13480634     Source Type: Journal    
DOI: 10.1246/bcsj.62.2599     Document Type: Article

References (25)

1. H. F. DeLuca, H. E. Paaren, and H. K. Schnoes, Top. Curr. Chem., 83, 1 (1979)
2. H. F. DeLuca and H. K. Schnoes, Ann. Rep. Med. Chem., 19, 179 (1984).
3. J. A. Campbell, D. M. Squires, and J. C. Babcock, Steroids, 13, 567 (1969).
4. T. Sato, H. Yamauchi, Y. Ogata, T. Kunii, K. Kagei, S. Toyoshima, and T. Kobayashi, Chem. Pharm. Bull., 26, 2933 (1978).
5. K. Ochi, I. Matsunaga, H. Nagano, M. Fukushima, M. Shindo, C. Kaneko, M. Ishikawa, and H. F. DeLuca, J. Chem. Soc., Perkin Trans. 1, 1979, 165.
6. T. Kametani and H. Furuyama, Med. Res. Rev., 7, 147 (1987).
7. J. M. Blunt and H. F. DeLuca, Biochemistry, 8, 671 (1969)
8. W. G. Salmond and M. C. Sobala, Tetrahedron Lett., 1977, 1695
9. F. J. Sardina, A. Mourino, and L. Castedo, 24, 4477 (1983)
10. K. Miyamoto, N. Kubodera, E. Maruyama, K. Ochi, T. Mori, and I. Matsunaga, Synth. Commun., 16, 513 (1986).
11. D. H. R. Barton, R. H. Hesse, M. Pechet, and E. Rizzardo, J. Chem. Soc., Chem. Commun., 1974, 103
12. M. Morisaki, K. Bannai, and N. Ikekawa, Chem. Pharm. Bull., 21, 1853 (1973)
13. E. J. Semmler, M. F. Holick, H. K. Schnoes, and H. F. DeLuca, Tetrahedron Lett., 1972, 4147
14. J. A. Iacobelli and M. R. Uskokovic, Helv. Chim. Acta, 57, 781 (1974).
15. Y. Tachibana, Bull. Chem. Soc. Jpn., 61, 3915 (1988).
16. D. H. R. Barton, T. Shioiri, and D. A. Widdowson, J. Chem. Soc. C, 1971, 1968
17. J. W. Morzycki, H. K. Schnoes, and H. F. DeLuca, J. Org. Chem., 49, 2148 (1984).
18. H. Takayama, M. Ohmori, and S. Yamada, Tetrahedron Lett., 21, 5027 (1980)
19. S. Yamada, M. Shiraishi, M. Ohmori, and H. Takayama, 25, 3347 (1984).
20. A. Fürst, L. Labler, and W. Meier, Helv. Chim. Acta, 65, 1499 (1982).
21. M. Tsuji, Doctral Thesis, University of Tokyo, Tokyo, Japan, 1988.
22. S. K. Dasgupta, K. R. Crump, and M. Gut, J. Org. Chem., 39, 1658 (1974)
23. Y. Kobayashi, T. Taguchi, S. Mitsuhashi, T. Eguchi, E. Oshima, and N. Ikekawa, Chem. Pharm. Bull., 30, 4297 (1982)
24. R. R. Sicinski, H. F. DeLuca, H. K. Schnoes, Y. Tanaka, and C. M. Smith. Bioorg. Chem., 15, 152 (1987)
25. T. Taguchi, R. Namba, M. Nakazawa, M. Nakajima, Y. Nakama, Y. Kobayashi, N. Hara, and N. Ikekawa, Tetrahedron Lett., 29, 227 (1988).