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Poly(ethylene glycol) Supported Chiral Quaternary Ammonium Salts as Phase-Transfer Catalysts for Catalytic Enantioselective Synthesis of α-Amino Acids

  • Kim, Dae-Young (Department of Chemistry, Soonchunhyang University) ;
  • Huh, Sun-Chul (Department of Chemistry, Soonchunhyang University)
  • Published : 2004.03.20

Abstract

Keywords

References

  1. Maruoka, K.; Ooi, T. Chem. Rev. 2003, 103,3013-3028. https://doi.org/10.1021/cr020020e
  2. Fan, Q.-H.; Li, Y.-M.; Chan, A. S. C. Chem. Rev. 2002, 102,3385-3466. https://doi.org/10.1021/cr010341a
  3. Song, C. E.; Lee, S.-g. Chem. Rev. 2002, 102,3495-3524. https://doi.org/10.1021/cr0103625
  4. Noyori, R. Asymmetric Catalysis in OrganicSynthesis; Wiley: New York, 1994.
  5. Chiral Catalyst Immobilizationand Recycling; De Vos, D. E.; Vankelecom, I. F. J.; Jacobs, P. A.,Eds.; Wiley-VCH: Weinheim, 2000.
  6. Salvadori, P.; Pini, D.; Petri, A. Synlett 1999, 1181-1190.
  7. Bolm, C.; Gerlach, A. Eur. J. Org. Chem. 1998, 21-27.
  8. Dickerson, T. J.; Reed, N. N.; Janda, K. D. Chem. Rev. 2002,102, 3325-3344. https://doi.org/10.1021/cr010335e
  9. Bergbreiter, D. E. Chem. Rev. 2002, 102,3345-3384. https://doi.org/10.1021/cr010343v
  10. Toy, P. H.; Janda, K. D. Acc. Chem. Res. 2000, 33,546-554. https://doi.org/10.1021/ar990140h
  11. Wentworth Jr., P.; Janda, K. D. Chem. Commun.1999, 1917-1924.
  12. Bolm, C.; Gerlach, A. Angew. Chem. Int. Ed. 1997, 36, 741- 743. https://doi.org/10.1002/anie.199707411
  13. Han, H.; Janda, K. D. Angew. Chem. Int. Ed. 1997, 36,1731-1733. https://doi.org/10.1002/anie.199717311
  14. Dannelli, T.; Annunziata, R.; Benaglia, M.; Cinquini, M.;Cozzi, F.; Tocco, G. Tetrahedron: Asymmetry 2003, 14, 461-467. https://doi.org/10.1016/S0957-4166(02)00830-3
  15. Thierry, B.; Plaquevent, J.-C.; Cahard, D. Tetrahedron:Asymmetry 2003, 14, 1671-1677. https://doi.org/10.1016/S0957-4166(03)00279-9
  16. Kim, D. Y.; Park, E. J. Org. Lett. 2002, 4, 545-547. https://doi.org/10.1021/ol010281v
  17. Kim, D.Y.; Huh, S. C.; Kim, S. M. Tetrahedron Lett. 2001, 42, 6299-6301. https://doi.org/10.1016/S0040-4039(01)01237-0
  18. Kim, D. Y.; Huh, S. C. Tetrahedron 2001, 57, 8933-8938. https://doi.org/10.1016/S0040-4020(01)00891-2
  19. Kim, D. Y.; Choi, Y. J.; Park, H. Y.; Joung, C. U.; Koh, K. O.;Mang, J. Y.; Jung, K. Y. Synth. Commun. 2003, 33, 435-443. https://doi.org/10.1081/SCC-120015774
  20. Kim, D. Y.; Kim, S. M.; Koh, K. O.; Mang, J. Y.; Lee, K. Bull.Korean Chem. Soc. 2003, 24, 1425-1426. https://doi.org/10.5012/bkcs.2003.24.10.1425
  21. Glos, M.; Reiser, O. Org. Lett. 2000, 2, 2045-2048. https://doi.org/10.1021/ol005947k

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