Bulletin of the Korean Chemical Society

  • 제29권5호
  • /
  • Pages.1075-1078
  • /
  • 2008
  • /
  • 0253-2964(pISSN)
  • /
  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Crystallization Induced Dynamic Resolution and Nucleophilic Substitutions of N-(S)-(1-Phenylethyl)-α-chloro-α-phenyl Acetamide for the Preparation of N-Carboxyalkylated Flavone

  • Lee, Min-Hee (Department of Chemistry and Bio/Molecular Informatics Center, Konkuk University) ;
  • Kang, Kyoung-Hee (Department of Chemistry and Bio/Molecular Informatics Center, Konkuk University) ;
  • Lee, Yoon-Min (Department of Chemistry and Bio/Molecular Informatics Center, Konkuk University) ;
  • Kim, Da-Jung (Department of Chemistry and Bio/Molecular Informatics Center, Konkuk University) ;
  • Park, Yong-Sun (Department of Chemistry and Bio/Molecular Informatics Center, Konkuk University)
  • 발행 : 2008.05.20
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  1. Treweeke, N. R.; Hitchcock, P. B.; Pardoe, D. A.; Caddick, S. Chem. Commun. 2005, 1868
  2. Kim, H. J.; Kim, Y.; Choi, E. T.; Lee, M. H.; No, E. S.; Park, Y. S. Tetrahedron 2006, 62, 6303 https://doi.org/10.1016/j.tet.2006.04.045
  3. Chang, J.-y.; Shin, E.-k.; Kim, H. J.; Kim, Y.; Park, Y. S. Tetrahedron 2005, 61, 2743 https://doi.org/10.1016/j.tet.2005.01.091
  4. Nam, J.; Chang, J.-y.; Shin, E.-k.; Kim, H. J.; Kim, Y.; Jang, S.; Park, Y. S. Tetrahedron 2004, 60, 6311 https://doi.org/10.1016/j.tet.2004.05.094
  5. Caddick, S.; Afonso, C. A. M.; Candeias, S. X.; Hitchcock, P. B.; Jenkins, K.; Murtagh, L.; Pardoe, D.; Santos, A. G.; Treweeke, N. R.; Weaving, R. Tetrahedron 2001, 57, 6589 https://doi.org/10.1016/S0040-4020(01)00550-6
  6. Ben, R. N.; Durst, T. J. Org. Chem. 1999, 64, 7700 https://doi.org/10.1021/jo9811625
  7. Nam, J.; Lee, S.-k.; Park, Y. S. Tetrahedron 2003, 59, 2397 https://doi.org/10.1016/S0040-4020(03)00285-0
  8. Lee, S.- k.; Nam, J.; Park, Y. S. Synlett 2002, 790
  9. Nam, J.; Lee, S.-k.; Kim, K. Y.; Park, Y. S. Tetrahedron Lett. 2002, 42, 8253
  10. Kim, Y.; Kang, K. H.; Choi, E. T.; Lee, M. H.; Park, Y. S. Bull. Korean Chem. Soc. 2007, 28, 325 https://doi.org/10.5012/bkcs.2007.28.2.325
  11. Lee, S.-k.; Lee, S. Y.; Park, Y. S. Synlett 2001, 1941
  12. Caddick, S.; Jenkins, K. Tetrahedron Lett. 1996, 37, 1301 https://doi.org/10.1016/0040-4039(95)02379-8
  13. Kiau, S.; Discordia, R. P.; Madding, G.; Okuniewicz, F. J.; Rosso, V.; Venit, J. J. J. Org. Chem. 2004, 69, 4256 https://doi.org/10.1021/jo049849e
  14. Candela-Lena, J. I.; Davies, S. G.; Roberts, P. M.; Roux, B.; Russell, A. J.; Sánchez-Fernandez, E. M.; Smith, A. D. Tetrahedron: Asymmetry 2006, 17, 1135 https://doi.org/10.1016/j.tetasy.2006.04.004
  15. France, S.; Bernstein, D.; Weatherwax, A.; Lectka, T. Org. Lett. 2005, 7, 3009 https://doi.org/10.1021/ol050980y
  16. Schedel, H.; Quaedflieg, P. J. L. M.; Broxtermann, Q. B.; Bisson, W.; Duchateau, A. L. L.; Maes, I. C. H.; Herzschuh, R.; Burger, K. Tetrahedron: Asymmetry 2000, 11, 2125 https://doi.org/10.1016/S0957-4166(00)00147-6
  17. Harding, R. L.; Bugg, T. D. H. Tetrahedron Lett. 2000, 41, 2729 https://doi.org/10.1016/S0040-4039(00)00249-5
  18. Babu, K. S.; Babu, T. H.; Srinivas, P. V.; Kishore, K. H.; Murthy, U. S. N.; Rao, J. M. Bioorg. Med. Chem. Lett. 2006, 16, 221 https://doi.org/10.1016/j.bmcl.2005.09.009
  19. Gao, G.-Y.; Li, D.-J.; Keung, W. M. J. Med. Chem. 2001, 44, 3320 https://doi.org/10.1021/jm0101390
  20. M'Baye, G.; Martyloga, O. V.; Duportail, G.; Pivovarenko, V. G. J. Photochem. Photobiol. A 2006, 184, 113 https://doi.org/10.1016/j.jphotochem.2006.03.037
  21. Malolanarasimhan, K.; Lai, C. C.; Kelly, J. A.; Iaccarino, L.; Reynolds, D.; Young, H. A.; Marquez, V. E. Bioorg. Med. Chem. 2005, 13, 2717 https://doi.org/10.1016/j.bmc.2005.02.035
  22. Lee, E.-R.; Kang, Y.-J.; Choi, H.-Y.; Kang, G.-H.; Kim, J.-H.; Kim, B.-W.; Han, Y. S.; Nah, S.-Y.; Paik, H.-D.; Park, Y. S.; Cho, S.-G. Biol. Pharm. Bull. 2007, 30, 2394 https://doi.org/10.1248/bpb.30.2394
  23. Kim, K.-T.; Moon, S.- H.; Yeo, E.-J.; Park, Y. S.; Han, Y.-S.; Na, S.-Y.; Lee, N. G.; Paik, H.-D. Food Sci. Biotechnol. 2006, 15, 466
  24. Kang, K. H.; Heo, J. H.; Kim, Y.; Park, Y. S. Heterocycles 2007, 71, 1163 https://doi.org/10.3987/COM-07-11022
  25. Kang, K. H.; Lee, M. H.; Choi, E. T.; Park Y. S. Bull. Korean Chem. Soc. 2007, 28, 1199 https://doi.org/10.5012/bkcs.2007.28.7.1199

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