Bulletin of the Korean Chemical Society

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Ring Opening Reaction of Epoxides under Aryl Acetylene/ZnBr2/DIEA Conditions

  • Lee, Ka-Young (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Park, Da-Yeon (Department of Chemistry and Institute of Basic Science, Chonnam National University) ;
  • Kim, Taek-Hyeon (Department of Applied Chemistry, Chonnam National University) ;
  • Kim, Jae-Nyoung (Department of Chemistry and Institute of Basic Science, Chonnam National University)
  • Published : 2005.10.20
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References

  1. Lee, K. Y.; Lee, C. G.; Na, J. E.; Kim, J. N. Tetrahedron Lett. 2005, 46, 69 https://doi.org/10.1016/j.tetlet.2004.11.046
  2. Lee, K. Y.; Lee, M. J.; Kim, J. N. Bull. Korean Chem. Soc. 2005, 26, 665 https://doi.org/10.5012/bkcs.2005.26.4.665
  3. Lee, K. Y.; Lee, M. J.; Kim, J. N. Tetrahedron 2005, 61, 8705 https://doi.org/10.1016/j.tet.2005.06.104
  4. Parker, R. E.; Isaacs, N. S. Chem. Rev. 1959, 59, 737 https://doi.org/10.1021/cr50028a006
  5. Yamaguchi, M. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, 1991; Vol. 1, pp 342- 345
  6. Yamaguchi, M.; Hirao, I. Tetrahedron Lett. 1983, 24, 391 https://doi.org/10.1016/S0040-4039(00)81416-1
  7. Fried, J.; Lin, C.-H.; Ford, S. H. Tetrahedron Lett. 1969, 10, 1379 https://doi.org/10.1016/S0040-4039(01)87892-8
  8. Fried, J.; Sih, J. C.; Lin, C.-H.; Dalven, P. J. Am. Chem. Soc. 1972, 94, 4343 https://doi.org/10.1021/ja00767a053
  9. Krause, N.; Seebach, D. Chem. Ber. 1987, 120, 1845 https://doi.org/10.1002/cber.19871201112
  10. Krause, N.; Seebach, D. Chem. Ber. 1988, 121, 1315 https://doi.org/10.1002/cber.19881210716
  11. Fukuda, Y.; Matsubara, S.; Lambert, C.; Shiragami, H.; Nanko, T.; Utimoto, K.; Nozaki, H. Bull. Chem. Soc. Jpn. 1991, 64, 1810 https://doi.org/10.1246/bcsj.64.1810
  12. Chini, M.; Crotti, P.; Favero, L.; Macchia, F. Tetrahedron Lett. 1991, 32, 6617 https://doi.org/10.1016/0040-4039(91)80237-Z
  13. Shindo, M.; Sugioka, T.; Shishido, K. Tetrahedron Lett. 2004, 45, 9265 https://doi.org/10.1016/j.tetlet.2004.10.049
  14. Burova, S. A.; McDonald, F. E. J. Am. Chem. Soc. 2004, 126, 2495 https://doi.org/10.1021/ja039618+
  15. Hanazawa, T.; Sasaki, K.; Takayama, Y.; Sato, F. J. Org. Chem. 2003, 68, 4980 https://doi.org/10.1021/jo034391m
  16. Zhao, H.; Pagenkopf, B. L. Chem. Commun. 2003, 2592
  17. Ooi, T.; Kagoshima, N.; Maruoka, K. J. Am. Chem. Soc. 1997, 119, 5754 https://doi.org/10.1021/ja964113n
  18. Ahn, K. H.; Kim, J. S.; Jin, C. S.; Kang, D. H.; Han, D. S.; Shin, Y. S.; Kim, D. H. Synlett 1992, 306
  19. Meinwald, J.; Labana, S. S.; Chadha, M. S. J. Am. Chem. Soc. 1963, 85, 582 https://doi.org/10.1021/ja00888a022
  20. Karame, I.; Tommasino, M. L.; Lemaire, M. Tetrahedron Lett. 2003, 44, 7687 https://doi.org/10.1016/S0040-4039(03)01593-4
  21. Ranu, B. C.; Jana, U. J. Org. Chem. 1998, 63, 8212 https://doi.org/10.1021/jo980793w
  22. Gao, G.; Moore, D.; Xie, R.-G.; Pu, L. Org. Lett. 2002, 4, 4143 https://doi.org/10.1021/ol026921r
  23. Rossi, R.; Bellina, F.; Biagetti, M.; Mannina, L. Tetrahedron: Asymmetry 1999, 10, 1163 https://doi.org/10.1016/S0957-4166(99)00085-3

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