Photocycloaddition of Some Difluoro(aminoenonato)boron Complexes with Arylalkenes

Helvetica Chimica Acta

Volumn 87, Issue 2, 2004, Pages 292-302

  Itoh, Kuniaki ^a   Okazaki, Kazuhiko ^a   Chow, Yuan L ^b  

^a KOBE UNIVERSITY   (Japan)

^b SIMON FRASER UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; AROMATIC COMPOUNDS; OXIDATION; REDUCTION; STEREOCHEMISTRY;

AZETIDINE; PHOTOCYCLOADDITION;

COMPLEXATION;

ALKENE DERIVATIVE; AZETIDINE DERIVATIVE; BORON DERIVATIVE; CYCLOBUTANE DERIVATIVE; DIFLUOROAMINOENONATOBORON COMPLEX; DIKETONE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CALCULATION; CHEMICAL STRUCTURE; COMPLEX FORMATION; CYCLOADDITION; MATHEMATICAL ANALYSIS; OXIDATION REDUCTION POTENTIAL; PHOTOCHEMISTRY; PHOTOREACTIVITY; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 1842662498     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.200490027     Document Type: Article

References (35)

1. H. Hikino, P. de Mayo, J. Am. Chem. Soc. 1964, 86, 3582; P. de Mayo, H. Takeshita, A. B. M. Sattar, Proc. Chem. Soc. 1962, 119.
2. H. Hikino, P. de Mayo, J. Am. Chem. Soc. 1964, 86, 3582; P. de Mayo, H. Takeshita, A. B. M. Sattar, Proc. Chem. Soc. 1962, 119.
3. W. Oppolzer, Acc. Chem. Res. 1982, 15, 135; M. T. Crimmins, Chem. Rev. 1988, 88, 1453; W. M. Horspool, Photochemistry 1990, 21, 172.
4. W. Oppolzer, Acc. Chem. Res. 1982, 15, 135; M. T. Crimmins, Chem. Rev. 1988, 88, 1453; W. M. Horspool, Photochemistry 1990, 21, 172.
5. W. Oppolzer, Acc. Chem. Res. 1982, 15, 135; M. T. Crimmins, Chem. Rev. 1988, 88, 1453; W. M. Horspool, Photochemistry 1990, 21, 172.
6. E. J. Corey, R. B. Mitra, H. Uda, J. Am. Chem. Soc. 1964, 86, 485; E. J. Corey, J. D. Bass, R. Le Mahieu, R. B. Mitra, J. Am. Chem. Soc. 1964, 86, 5570; P. de Mayo, Acc. Chem. Res. 1971, 41, 440; D. I. Schuster, G. Lem, N. A. Kaprinidis, Chem. Rev. 1993, 93, 3; P. A. Winder, in 'Photochemistry in Organic Synthesis', Ed. J. D. Coyles, Royal Soc. Chem., London, 1986, p. 163.
7. E. J. Corey, R. B. Mitra, H. Uda, J. Am. Chem. Soc. 1964, 86, 485; E. J. Corey, J. D. Bass, R. Le Mahieu, R. B. Mitra, J. Am. Chem. Soc. 1964, 86, 5570; P. de Mayo, Acc. Chem. Res. 1971, 41, 440; D. I. Schuster, G. Lem, N. A. Kaprinidis, Chem. Rev. 1993, 93, 3; P. A. Winder, in 'Photochemistry in Organic Synthesis', Ed. J. D. Coyles, Royal Soc. Chem., London, 1986, p. 163.
8. E. J. Corey, R. B. Mitra, H. Uda, J. Am. Chem. Soc. 1964, 86, 485; E. J. Corey, J. D. Bass, R. Le Mahieu, R. B. Mitra, J. Am. Chem. Soc. 1964, 86, 5570; P. de Mayo, Acc. Chem. Res. 1971, 41, 440; D. I. Schuster, G. Lem, N. A. Kaprinidis, Chem. Rev. 1993, 93, 3; P. A. Winder, in 'Photochemistry in Organic Synthesis', Ed. J. D. Coyles, Royal Soc. Chem., London, 1986, p. 163.
9. E. J. Corey, R. B. Mitra, H. Uda, J. Am. Chem. Soc. 1964, 86, 485; E. J. Corey, J. D. Bass, R. Le Mahieu, R. B. Mitra, J. Am. Chem. Soc. 1964, 86, 5570; P. de Mayo, Acc. Chem. Res. 1971, 41, 440; D. I. Schuster, G. Lem, N. A. Kaprinidis, Chem. Rev. 1993, 93, 3; P. A. Winder, in 'Photochemistry in Organic Synthesis', Ed. J. D. Coyles, Royal Soc. Chem., London, 1986, p. 163.
10. E. J. Corey, R. B. Mitra, H. Uda, J. Am. Chem. Soc. 1964, 86, 485; E. J. Corey, J. D. Bass, R. Le Mahieu, R. B. Mitra, J. Am. Chem. Soc. 1964, 86, 5570; P. de Mayo, Acc. Chem. Res. 1971, 41, 440; D. I. Schuster, G. Lem, N. A. Kaprinidis, Chem. Rev. 1993, 93, 3; P. A. Winder, in 'Photochemistry in Organic Synthesis', Ed. J. D. Coyles, Royal Soc. Chem., London, 1986, p. 163.
11. T. Nishino, Y. Omote, J. Chem. Soc., Perkin Trans. 1 1987, 2611; S. Furamura, H. Omote, Y. Kamiya, Bull. Chem. Soc. Jpn, 1982, 55, 2190; N. Katagiri, H. Watanabe, C. Kaneko, Chem. Pharm. Bull. 1988, 36, 3354.
12. T. Nishino, Y. Omote, J. Chem. Soc., Perkin Trans. 1 1987, 2611; S. Furamura, H. Omote, Y. Kamiya, Bull. Chem. Soc. Jpn, 1982, 55, 2190; N. Katagiri, H. Watanabe, C. Kaneko, Chem. Pharm. Bull. 1988, 36, 3354.
13. T. Nishino, Y. Omote, J. Chem. Soc., Perkin Trans. 1 1987, 2611; S. Furamura, H. Omote, Y. Kamiya, Bull. Chem. Soc. Jpn, 1982, 55, 2190; N. Katagiri, H. Watanabe, C. Kaneko, Chem. Pharm. Bull. 1988, 36, 3354.
14. T. Tokumitsu, T. Hayashi, Bull. Chem. Soc. Jpn. 1980, 53, 1183.
15. Y. L. Chow, X. Cheng, J. Chem. Soc., Chem. Commun. 1990, 1043; Can. J. Chem. 1991, 69, 1575.
16. Y. L. Chow, X. Cheng, J. Chem. Soc., Chem. Commun. 1990, 1043; Can. J. Chem. 1991, 69, 1575.
17. K. Itoh, K. Okazaki, Y. Toyotomi, Heterocycles 2002, 57, 2065.
18. R. A. Caldwell, Acc. Chem. Res. 1980, 13, 45; R. A. Caldwell, N. I. Ghali, C.-K. Chien, D. De Marco, L. Smith, J. Am. Chem. Soc. 1978, 100, 2857.
19. R. A. Caldwell, Acc. Chem. Res. 1980, 13, 45; R. A. Caldwell, N. I. Ghali, C.-K. Chien, D. De Marco, L. Smith, J. Am. Chem. Soc. 1978, 100, 2857.
20. Y. L. Chow, X. Cheng, S. S. Wong, S. P. Wu, Can. J. Chem. 1997, 75, 720.
21. H. Knibbe, D. Rehm, A. Wellerr, Ber Bunsenges. Phys. Chem. 1969, 73, 839.
22. R. A. Caldwell, D. Crest, Acc. Chem. Res. 1980, 13, 45.
23. R. B. Woodward, R. Hoffmann, 'The Conservation of Orbital Symmetry, Academic Press, New York, 1970.
24. B. S. Green, M. Rejet, D. E. Jonson, C. E. Hoyle, J. T. Sinpson, P. E. Correa, T.-I. Ho, F. McCoy, F. D. Lewis, J. Am. Chem. Soc. 1979, 101, 3325.
25. C. Pac, T. Sugioka, H. Sakurai, Chem. Lett. 1972, 39; C. Pac, T. Sugioka, K. Mizuno, H. Sakurai, Bull. Chem. Soc. Jpn. 1973, 46, 23; H. Maeda, S. Waseda, K. Mizuno, Chem. Lett. 2000, 1238.
26. C. Pac, T. Sugioka, H. Sakurai, Chem. Lett. 1972, 39; C. Pac, T. Sugioka, K. Mizuno, H. Sakurai, Bull. Chem. Soc. Jpn. 1973, 46, 23; H. Maeda, S. Waseda, K. Mizuno, Chem. Lett. 2000, 1238.
27. C. Pac, T. Sugioka, H. Sakurai, Chem. Lett. 1972, 39; C. Pac, T. Sugioka, K. Mizuno, H. Sakurai, Bull. Chem. Soc. Jpn. 1973, 46, 23; H. Maeda, S. Waseda, K. Mizuno, Chem. Lett. 2000, 1238.
28. K. Mizuno, C. Pac, H. Sakurai, J. Chem. Soc., Perkin Trans. 1 1975, 100, 2857.
29. R. A. Caldwell, N. I. Ghali, C.-K. Chien, L. Smith, J. Am. Chem. Soc. 1978, 100, 2857.
30. S. L. Mattes, S. Farid, Acc. Chem. Res. 1982, 15, 80.
31. J.-C. Zhuo, K. Schenk, Helv. Chim. Acta 1997, 80, 213; G. D. Dudek, E. P. Dudek, J. Am. Chem. Soc. 1966, 88, 2407.
32. J.-C. Zhuo, K. Schenk, Helv. Chim. Acta 1997, 80, 213; G. D. Dudek, E. P. Dudek, J. Am. Chem. Soc. 1966, 88, 2407.
33. K. Itoh, K. Okazaki, M. Fujimoto, Aust. J. Chem. 2003, 56, 1209.
34. T. Tokumitsu, T. Hayashi, Nippon Kagaku Kaishi 1977, 1338; K. Itoh, M. Fujimoto, M. Hashimoto, New J. Chem. 2002, 26, 1070.
35. T. Tokumitsu, T. Hayashi, Nippon Kagaku Kaishi 1977, 1338; K. Itoh, M. Fujimoto, M. Hashimoto, New J. Chem. 2002, 26, 1070.