1-Substituted (S)-3-(p-tolyl)sulphinyl-1,4-dihydropyridines: Novel NADH model compounds

Journal of the Chemical Society, Chemical Communications

Volumn , Issue 7, 1988, Pages 473-475

  Imanishi, Takeshi ^a   Hamano, Yoshimitsu ^a   Yoshikawa, Hirofumi ^a   Iwata, Chuzo ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE;

DRUG SYNTHESIS; NONBIOLOGICAL MODEL; NONHUMAN;

EID: 0023917691     PISSN: 00224936     EISSN: None     Source Type: Journal    
DOI: 10.1039/C39880000473     Document Type: Article

References (25)

1. R. Breslow, A. W. Czarnik, M. Laucr, R. Leppkes, J. Winkler, and S. Zimmerman, J. Am. Chem. Soc, 1986, 108, 1969
2. I. Tabushi, Y. Kuroda, M. Yamada, and H. Higashimura, J. Am. Chem. Soc, 1985, 107, 5545.
3. I. Tabushi and I. Hamachi, Tetrahedron Lett., 1987, 28, 3363
4. C. I. Ragan, Biochim. Biophys. Acta, 1976, 456, 249.
5. Y. Ohnishi, M. Kagami, and A. Ohno, J. Am. Chem. Soc, 1975, 97, 4766.
6. A. J. Kirby and D. R. Walwyn, Tetrahedron Lett., 1987, 28, 2421
7. A. I. Meyers and J. D. Brown, J. Am. Chem. Soc, 1987, 109, 3155
8. A. I. Meyers and T. Oppenlaender, J. Am. Chem. Soc, 1986, 108, 1989
9. S. Yasui and A. Ohno, Bioorg. Chem., 1986, 14, 70
10. Y. Inouye, J. Oda, and N. Baba, 'Asymmetric Synthesis, ' Vol. 2, ed. J. D. Morrison, Academic Press, New York, 1983, pp. 91—124
11. D. M. Stout and A. I. Meyers, Chem. Rev., 1982, 82, 223, and references cited therein.
12. M. Watanabe, M. Fushimi, N. Baba, J. Oda, and Y. Inouye, Agric. Biol. Chem., 1985, 49, 3533
13. A. Ohno, S. Ushida, and S. Oka, Bull. Chem. Soc. Jpn., 1983, 56, 564.
14. The sulphinyl chirality is gaining considerable importance in asymmetric synthesis. See: K. Hiroi, H. Nakamura, and T. Anzai, J. Am. Chem. Soc, 1987, 109, 1249
15. H. Kosugi, M. Kitaoka, K. Tagami, A. Takahashi, and H. Uda, J. Org. Chem., 1987, 52, 1078
16. C. Iwata, M. Fujita, Y. Moritani, K. Hattori, and T. Imanishi, Tetrahedron Lett., 1987, 28, 3135
17. G. Solladie and J. Hutt, Tetrahedron Lett., 1987, 28, 797
18. T. Koizumi, J. Syn. Org. Chem. Jpn., 1986, 44, 576, and references cited therein.
19. A pyridine with a chiral sulphinyl group at the 2-position has been reported: M. Braun and W. Hild, Chem. Ber., 1986, 119, 2377.
20. R. N. Guthikonda, L. D. Cama, M. Quesada, M. F. Woods, T. N. Salzmann, and B. G. Christensen, J. Med. Chem., 1987, 30, 871.
21. G. Solladie, J. Hutt, and A. Girardin, Synthesis, 1987, 173.
22. M. C. Carreno, J. L. Garcia Ruano, and A. Rubio, Tetrahedron Lett., 1987, 28, 4861.
23. A. Ohno, M. Ikeguchi, T. Kimura, and S. Oka, J. Am. Chem. Soc, 1979, 101, 7036.
24. G. Solladie, Synthesis, 1981, 185.
25. R. O. Hutchins and N. R. Natale, Synthesis, 1979, 281.