Photocycloaddition of 1,3-diphenyl-N-methyl enaminoketonatoboron difluoride with simple olefins

Heterocycles

Volumn 57, Issue 11, 2002, Pages 2065-2079

  Itoh, Kuniaki ^a   Okazaki, Kazuhiko ^a   Toyotomi, Yoshito ^a  

^a KOBE UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

1 DIFLUOROBORYLOXY 1,3 DIPHENYL 3 METHYLIMINO 1 PROPENE; 1,3 DIPHENYL N METHYLENAMINOKETONATOBORON DIFLUORIDE; ALKENE; CYCLOBUTANE DERIVATIVE; DIMER; FLUORIDE; PROPYLENE; PYRIDINIUM DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; COMPLEX FORMATION; CYCLOADDITION; DIMERIZATION; REACTION ANALYSIS;

EID: 0036844291     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-02-9575     Document Type: Article

References (30)

1. W. Oppolzer, Acc. Chem. Res., 1982, 15, 135; M. T. Crimmins, Chem. Rev., 1988, 88, 1453; W. M. Horspool, Photochemisry, 1990, 21, 172.
2. W. Oppolzer, Acc. Chem. Res., 1982, 15, 135; M. T. Crimmins, Chem. Rev., 1988, 88, 1453; W. M. Horspool, Photochemisry, 1990, 21, 172.
3. W. Oppolzer, Acc. Chem. Res., 1982, 15, 135; M. T. Crimmins, Chem. Rev., 1988, 88, 1453; W. M. Horspool, Photochemisry, 1990, 21, 172.
4. E. J. Corey, R. B. Mitra, and H. Uda, J. Am. Chem. Soc., 1964, 86, 485; E. J. Corey, J. D. Bass, R. Le Mahieu, and R. B. Mitra, J. Am. Chem. Soc., 1964, 86, 5570.
5. E. J. Corey, R. B. Mitra, and H. Uda, J. Am. Chem. Soc., 1964, 86, 485; E. J. Corey, J. D. Bass, R. Le Mahieu, and R. B. Mitra, J. Am. Chem. Soc., 1964, 86, 5570.
6. P. de Mayo, Acc. Chem. Res., 1971, 41, 440.
7. D. I. Schuster, G. Lem, and N. A. Kaprinidis, Chem. Rev., 1993, 93, 3; P. A. Winder, in Photochemistry in Organic Synthesis, ed. by J. D. Coyles, Royal Soc. Chem., London, 1986, 163.
8. D. I. Schuster, G. Lem, and N. A. Kaprinidis, Chem. Rev., 1993, 93, 3; P. A. Winder, in Photochemistry in organic synthesis, ed. by J. D. Coyles, Royal Soc. Chem., London, 1986, 163.
9. T. Tokumitsu and T. Hayashi, Bull. Chem. Soc. Jpn., 1980, 53, 1183.
10. Y. L. Chow and X. Cheng, J. Chem. Soc., Chem. Commun., 1990, 1043, and Can. J. Chem., 1991, 69, 1575.
11. Y. L. Chow and X. Cheng, J. Chem. Soc., Chem. Commun., 1990, 1043, and Can. J. Chem., 1991, 69, 1575.
12. 4, glassy carbon cathode, electrode Ag/AgCl, 25 °C).
13. K. Itoh, K. Okazaki, A. Sera, and Y. L. Cow, J. Chem. Soc., Chem. Commun., 1992, 1608.
14. -1, R=0.0877 (Rw=0.1734) for reflection data with I>2σ1 and 360 variable.
15. J.-C. Zhuo and K. Schenk, Helv. Chim. Acta, 1997, 80, 213. G. D. Dudek and E. P. Dudek, J. Am. Chem. Soc., 1966, 88, 2407.
16. J.-C. Zhuo and K. Schenk, Helv. Chim. Acta, 1997, 80, 213. G. D. Dudek and E. P. Dudek, J. Am. Chem. Soc., 1966, 88, 2407.
17. K. Itoh, K. Okazaki, M. Fujimoto, and A. Sera, Can. J. Chem., 2002, submitted.
18. K. Itoh, M. Fujimoto, and M. Hashimoto, New J. Chem., 2002, 26, 1070.
19. M. Tada, H. Harada, and K. Miura, Bull. Chem. Soc. Jpn., 1978, 51, 839.
20. R. A. Caldwell, Acc. Chem. Res., 1980, 13, 45; Y. L. Chow, X. Cheng, S. S. Wong, and S. P. Wu, Can. J. Chem., 1997, 75, 720; R. A. Caldwell, N. I. Ghali, C.-K. Chien, D. De Marco, and L. Smith, J. Am. Chem. Soc., 1978, 100, 2857
21. R. A. Caldwell, Acc. Chem. Res., 1980, 13, 45; Y. L. Chow, X. Cheng, S. S. Wong, and S. P. Wu, Can. J. Chem., 1997, 75, 720; R. A. Caldwell, N. I. Ghali, C.-K. Chien, D. De Marco, and L. Smith, J. Am. Chem. Soc., 1978, 100, 2857
22. R. A. Caldwell, Acc. Chem. Res., 1980, 13, 45; Y. L. Chow, X. Cheng, S. S. Wong, and S. P. Wu, Can. J. Chem., 1997, 75, 720; R. A. Caldwell, N. I. Ghali, C.-K. Chien, D. De Marco, and L. Smith, J. Am. Chem. Soc., 1978, 100, 2857
23. The presence of a small amount of hydrochloric acid and water in the ethylene. dichloride used for purification cannot be excluded.
24. E. M. Jacox, K. K. Irikura, and W. E. Thomson, J. Chem. Phys., 2000, 113, 5705.
25. A. I. Meyers and S. Singh, Tetrahedron, 1969, 25, 4161.
26. Y. L. Chow and X. Quyang, Can. J. Chem., 1991, 69, 423.
27. Y. L. Chow, X. Cheng, A. S. Tracey, and S-Z. Hu, J. Photochem. and Photobio., A, 1990, 52, 303.
28. T. Tokumitsu and T. Hayashi, Nippon Kagaku Kaishi, 1977, 1338.
29. TEXSAN Crystal Structure Analysis Package, Molecule Structure Corporation, Woodland, TX, 1995
30. G. M. Sheldrick, "SHLX-97, Programs for Crystal Structure Analysis." University of Göttigen, Germany (1997).