Formation of novel cage compounds via photoreaction of [3.3.3](1,3,5) Cyclophane

Tetrahedron Letters

Volumn 40, Issue 5, 1999, Pages 919-922

  Sakamoto, Youichi ^a,b   Kumagai, Tsutomu ^c   Matohara, Kumi ^a,b   Lim, Chultack ^a   Shinmyozu, Teruo ^a  

^a IFOC   (Japan)

^b KYUSHU UNIVERSITY   (Japan)

^c TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPHANE DERIVATIVE; FUSED ALICYCLIC COMPOUND; UNCLASSIFIED DRUG;

ARTICLE; ISOMERISM; PHOTOREACTIVITY; REACTION ANALYSIS; SYNTHESIS;

EID: 0033613730     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02489-7     Document Type: Article

References (25)

1. n]Cyclophanes, 6.
2. For recent reviews, see. (a) Dodziuk, H. In Topics in Stereochemistry, Vol. 21", Eliel, E. L.; Wilen, S. H. (Eds), John Wiley & Sons, Inc., 1994.
3. (b) Forman, M. A. Org. Prep. Proced. Int., 1994, 26, 291.
4. Katz, T. J.; Acton, N. J. Am. Chem. Soc., 1973, 86, 3157.
5. Eaton, P. E.; Cole, T. W. J. Am. Chem. Soc., 1964, 103, 2134.
6. Eaton, P. E.; Or, Y. S.; Branca, S. J. J. Am. Chem. Soc., 1981, 103, 2134.
7. Eaton, P. E.; Chakraborty, U. R. J. Am. Chem. Soc., 1978, 100, 3634.
8. (a) Mehta, G.; Padma, S. Tetrahedron Lett., 1987, 28, 1295.
9. (b) Mehta, G.; Padma, S. J. Am. Chem. Soc., 1987, 109, 2212.
10. (a) Higuchi, H; Takatsu, K.; Otsubo, T.; Sakata, Y.; Misumi, S. Tetrahedron Lett., 1982, 23, 671.
11. (b) Higuchi, H; Kobayashi, E.; Sakata, Y.; Misumi, S. Tetrahedron 1986, 42, 1731.
12. Yang, N. C.; Horner, M. G. Tetrahedron Lett., 1986, 27, 543.
13. Gleiter, R.; Karcher, M. Angew. Chem. Int. Ed. Engl., 1988, 27, 840.
14. Cha, O. J.; Osawa, E.; Park, S. J. Mol. Struc., 1993, 300, 73.
15. Dailey, W. P. Tetrahedron Lett., 1987, 28, 5787.
16. Disch, R. L.; Schulman, J. M. J. Am. Chem. Soc., 1988, 110, 2102.
17. Engelke R. J. Am. Chem. Soc., 1986, 108, 5799 and references therein.
18. Sakamoto, Y.; Miyoshi, N.; Shinmyozu, T. J. Am. Chem. Soc., 1996, 118, 12267 and references therein.
19. (a) Hübert, A. J. J. Chem. Soc. C, 1967, 6.
20. (b) Otsubo, T.; Kitasawa, M.; Misumi, M. Bull. Chem. Soc. Jpn., 1979, 52, 1515.
21. (c) Meno, T.; Sako, K.; Suenaga, M.; Mouri, M.; Shinmyozu, T.; Inazu, T. Can. J. Chem., 1990, 68, 440.
22. 25Cl: C, 80.62; H, 8.05 %. Found: C, 80.42; H, 8.04 %.
23. 2O: C, 84.37; H, 8.85 %. Found: C, 84.49; H, 8.85 %.
24. 2O: C, 83.12; H, 8.97 %. Found: C, 83.16; H, 8.94 %.
25. The computations were performed with MM3-92, graphically facilitated by CAChe from Sony/Tektronics Co.. MM3-Program obtained from Technical Utilization Corporation. The program was developed by N. L. Allinger and coworkers, University of Georgia.