Thermal and photoinduced reduction of ethyl (Z)-α-cyano-β-bromomethylcinnamate by 1-benzyl-1,4-dihydronicotinamide

Journal of the Chemical Society. Perkin Transactions 2

Volumn , Issue 11, 1997, Pages 2191-2193

  Zhu, Xiao Qing ^a,c   Liu, You Cheng ^a,b   Li, Jin ^b   Wang, Hong Yi ^a  

^a LANZHOU UNIVERSITY   (China)

^b UNIVERSITY OF SCIENCE AND TECHNOLOGY OF CHINA   (China)

^c NANKAI UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002621288     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/a703967k     Document Type: Article

References (36)

1. (a) C. Walsh, Enzymatic Reaction Mechanism, W. H. Freeman, San Francisco, 1979, p. 10;
2. (b) I. Stryer, Biochemistry, W. H. Freeman, New York, 3rd edn., 1988, ch. 17;
3. (c) F. H. Westheimer, in Pyridine Nucleotide Coenzyme, eds. D. Dolphin, R. Poulson and O. Avramovic, Wiley-Interscience, New York, 1988, Part A, p. 253.
4. (a) C. I. F. Watt, Adv. Phys. Org. Chem., 1988, 24, 57;
5. (b) C. A. Coleman, J. G. Rose and C. J. Murray, J. Am. Chem. Soc., 1992, 114, 9755;
6. (c) Y. Kim, D. G. Truhlar and M. M. Kreevoy, J. Am. Chem. Soc., 1991, 113, 7837;
7. (d) N. Ono, R. Tamura and A. Kaji, J. Am. Chem. Soc., 1983, 105, 4017;
8. (e) M. Goota, Y. Mikata and A. Ohno, Bull. Chem. Soc. Jpn., 1990, 63, 2683.
9. (a) G.-X. He, A. Blasko and T. C. Briuce, Bioorg. Chem., 1993, 21, 423;
10. (b) L. P. Olson and T. C. Bruice, Biochemistry, 1995, 34, 7335;
11. (c) O. Almarsson, E. Gopinath and T. C. Bruice, J. Am. Chem. Soc., 1993, 115, 7093.
12. (a) M. F. Powell and T. C. Bruice, J. Am. Chem. Soc., 1982, 104, 5834; 1983, 105, 1014;
13. (a) M. F. Powell and T. C. Bruice, J. Am. Chem. Soc., 1982, 104, 5834; 1983, 105, 1014;
14. (b) J. W. Verhoeven, W. van Gerresheim, F. M. Martiens and S. M. van der Kerk, Tetrahedron, 1986, 42, 975;
15. (c) L. L. Miller and J. R. Valentine, J. Am. Chem. Soc., 1988, 110, 3982;
16. (d) B. W. Carlson and L. L. Miller, J. Am. Chem. Soc., 1985, 107, 479;
17. (e) D. Ostovic, R. M. G. Roberts and M. M. Kreevoy, J. Am. Chem. Soc., 1983, 105, 7629;
18. (f) D. Ostovic, J. S. Lee, R. M. G. Roberts and M. M. Kreevoy, J. Org. Chem., 1985, 50, 4206;
19. (g) L. W. Bunting and S. Sindhuatmadja, J. Org. Chem., 1981, 46, 4211.
20. (a) S. Fukuzumi and T. Tanaka, in Photoinduced Electron Transfer, eds. M. Fox and M. Chanon, Elsevier, Amsterdam, 1988, ch. 4-10;
21. (b) S. Fukuzumi, S. Mochizuki and T. Tanaka, J. Phys. Chem., 1990, 94, 722;
22. (c) H.-J. Xu, G. Deng and Q. Yu, J. Chem. Soc., Chem. Commun., 1987, 916.
23. Y. C. Liu, B. Li and Q. X. Guo, Tetrahedron Lett., 1994, 35, 8429; Tetrahedron, 1995, 9671.
24. Y. C. Liu, B. Li and Q. X. Guo, Tetrahedron Lett., 1994, 35, 8429; Tetrahedron, 1995, 9671.
25. B. Li, Y. C. Liu and Q. X. Guo, J. Photochem. Photobiol. A: Chemistry, 1997, 103, 101.
26. E. W. Yankee, B. Spencer, N. E. Howe and D. J. Cram, J. Am. Chem. Soc., 1973, 95, 4220.
27. S. Kukuzumi, K. Hironaka and T. Tanaka, Chem. Lett., 1982, 1583; J. Am. Chem. Soc., 1983, 105, 4722.
28. S. Kukuzumi, K. Hironaka and T. Tanaka, Chem. Lett., 1982, 1583; J. Am. Chem. Soc., 1983, 105, 4722.
29. (a) D. D. Tanner, K. Singh, A. Kharrat and A. R. Stein, J. Org. Chem., 1987, 52, 2142;
30. (b) D. D. Tanner and A. R. Stein, J. Org. Chem., 1988, 53, 1642.
31. S. Fukuzumi, S. Mochizuki and T. Tanaka, Chem. Lett., 1988, 1983; J. Chem. Soc., Perkin Trans. 2, 1989, 1583.
32. S. Fukuzumi, S. Mochizuki and T. Tanaka, Chem. Lett., 1988, 1983; J. Chem. Soc., Perkin Trans. 2, 1989, 1583.
33. M. J. Perkins, Radical Chemistry, Ellis Horwood, New York, London, 1994, p. 65.
34. A. C. Anderson and G. Berkelnammer, J. Am. Chem. Soc., 1958, 80, 992.
35. W. S. Caughey and K. A. Schellenberg, J. Org. Chem., 1966, 31, 1978.
36. W. Lehnert, Tetrahedron, 1973, 29, 635.