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Recent development in HPLC enantioseparation — a selected review

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Recent developments in the field of separating optical isomers by HPLC are discussed in this brief review. In particular it is focussed on various techniques for direct enantioseparation, the interpretation of possible enantioselective separation mechanisms, and the advantages and limitations of the diverse methods. This goal is supported by representative and selected examples of chiral separations.

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References

  1. E. Ariens, Medicinal Research Reviews,6/4, 451 (1986).

    Article  Google Scholar 

  2. V. Schurig, in Asymmetric Synthesis, Volume 1, Analytical Methods, ed.J. D. Morrison, (Academic Press, New York, 1983).

    Google Scholar 

  3. R. Audebert, J. Liqu. Chromatogr.2, 1063 (1979).

    Article  CAS  Google Scholar 

  4. G. Blaschke, Angew. Chem. Int. Ed. Engl.,19, 13 (1980).

    Article  Google Scholar 

  5. V. Davankov, Adv. Chromatogr.,18, 139 (1980).

    CAS  Google Scholar 

  6. W. Lindner, Chimia,35, 294 (1981).

    CAS  Google Scholar 

  7. W. Lindner, in Chemical Derivatization in Analytical Chemistry, Volume 2,J. F. Lawrence andR. W. Frei, eds. (Plenum Press, New York, 1982) 145.

    Google Scholar 

  8. W. Lindner, Österr. Chemie Zeitschr. 163 (1983).

  9. W. Pirkle, J. Finn, in Asymmetric Synthesis, Volume 1, Analytical Methods, ed.J. D. Morrison, (Academic Press, New York, 1983) 87.

    Google Scholar 

  10. S. Allenmark, J. Biomed. Biophys. Meth.,9, 1 (1984).

    Article  CAS  Google Scholar 

  11. G. Gübitz, GIT Fachz. Lab., Suppl. Chromtogr., 4/85, 6 (1985).

    Google Scholar 

  12. R. Däppen, H. Arm, V. Meyer, J. Chromatogr.,373, 1 (1986).

    Article  Google Scholar 

  13. W. Lindner, C. Pettersson, in Liquid Chromatography in Pharmaceutical Development,J. W. Wainer, ed. (Aster Publ. Corp., Springfield, USA, 1985) 63.

    Google Scholar 

  14. D. Armstrong, Anal. Chem.59, 84A (1987).

  15. H. Frank, G. Nicholson, E. Bayer, Angew. Chem.,90, 396 (1978).

    Article  CAS  Google Scholar 

  16. K. Lipkowitz, J. Landwer, T. Darden, Anal. Chem.,58, 1611 (1986).

    Article  CAS  Google Scholar 

  17. W. Pirkle, T. Pochapsky, G. Mahler, D. Corey, D. Reno, D. Alessis, J. Org. Chem.,51, 4991 (1986).

    Article  CAS  Google Scholar 

  18. D. W. Armstrong, T. Ward, R. D. Armstrong, T. Beesley, Science,232, 1132 (1986).

    Article  CAS  Google Scholar 

  19. W. Lindner, in Chromatographic Chiral Separations,L. Crane andB. Zief, eds. (Marcel Dekker, New York, 1987) 91.

    Google Scholar 

  20. G. Hesse, R. Hagel, Chromatographia,6, 277 (1973).

    Article  CAS  Google Scholar 

  21. A. Mannschreck, H. Kolber, R. Wernicke, Kontakte (E. Merck, Darmstadt, FRG, 1985) 40 and citations therein.

  22. G. Blaschke, J. Liq. Chromatogr.,9, 341 (1986) and citations therein.

    Article  CAS  Google Scholar 

  23. T. Shibata, J. Okamoto, K. Ischii, J. Liq. Chromatogr.,9, 313 (1986) and citations therein.

    Article  CAS  Google Scholar 

  24. Y. Okamoto, M. Kawashima, K. Hatada, J. Am. Chem. Soc.,106, 5357 (1984).

    Article  CAS  Google Scholar 

  25. Y. Okamoto, R. Aburatani, K. Hatada, J. Chromatogr.,389, 95 (1987).

    Article  CAS  Google Scholar 

  26. Y. Okamoto, M. Kawashima, K. Hatada, J. Chromatogr.,363, 173 (1986).

    Article  CAS  Google Scholar 

  27. G. Blaschke, J. Maibaum, J. Chromatogr.,366, 329 (1986).

    Article  CAS  Google Scholar 

  28. G. Blaschke, W. Frankel, J. Kinkel, Kontakte (Merck, Darmstadt, FRG, 1987) 3.

    Google Scholar 

  29. Y. Okamoto, K. Suzuki, K. Ohta, K. Hatada, H. Yuki, J. Am. Chem. Soc.,101, 4769 (1979).

    Article  Google Scholar 

  30. Y. Okamoto, K. Hatada, J. Liq. Chromatogr.,9, 369 (1986) and citations therein.

    Article  CAS  Google Scholar 

  31. G. Wulff, H. G. Poll, M. Minárik, J. Liq. Chromatogr.,9, 385 (1986) and citations therein.

    Article  CAS  Google Scholar 

  32. S. Allenmark, B. Bomgren, H. Borén, J. Chromatogr.,237, 473 (1982).

    Article  CAS  Google Scholar 

  33. J. Hermansson, J. Chromatogr.,269, 71 (1983).

    Article  CAS  Google Scholar 

  34. S. Allenmark, J. Liq. Chromatogr.,9, 425 (1986).

    Article  CAS  Google Scholar 

  35. G. Schill, I. Wainer, S. Barkan, J. Liq. Chromatogr.,9, 641 (1986) and J. Chromatogr.,365, 73 (1986).

    Article  CAS  Google Scholar 

  36. P. Erlandsson, L. Hansson, R. Isaksson, J. Chromatogr.,370, 475 (1986).

    Article  CAS  Google Scholar 

  37. W. Pirkle, T. Pochapsky, J. Chromatogr.,369, 175 (1986).

    Article  CAS  Google Scholar 

  38. A. Dobashi, Y. Dobashi, S. Hara, J. Liq. Chromatogr.,9, 243 (1986).

    Article  CAS  Google Scholar 

  39. N. ôi, H. Kitahara, J. Liq. Chromatogr.,9, 511 (1986).

    Article  Google Scholar 

  40. B. Feibush, A. Figueroa, R. Charles, K. Onan, P. Feibush, B. L. Karger, J. Am. Chem. Soc.,108, 3310 (1986).

    Article  CAS  Google Scholar 

  41. W. Pirkle, J. Finn, J. Schreiner, B. Hamper, J. Am. Chem. Soc.,103, 3964 (1981).

    Article  CAS  Google Scholar 

  42. R. Däppen, V. Meyer, H. Arm, J. Chromatogr.,361, 93 (1986).

    Article  Google Scholar 

  43. M. J. Lloyd, J. Chromatogr.,351, 219 (1986).

    Article  CAS  Google Scholar 

  44. J. Kip, P. VanHaperer, J. Kraak, J. Chromatogr.,356, 423 (1986).

    Article  CAS  Google Scholar 

  45. W. Pirkle, G. Mahler, H. Hyun, J. Chromatogr.,9, 443 (1986) and citations therein.

    CAS  Google Scholar 

  46. S. Rogazhin, V. Davankov, Chem. Commun., 490 (1971).

  47. W. Lindner, J. LePage, G. Davies, D. Seitz, B. L. Karger, J. Chromatogr.,185, 323 (1979).

    Article  CAS  Google Scholar 

  48. J. Wagner, E. Wolf, B. Heintzelmann, C. Gaget, J. Chromatogr.,392, 211 (1987).

    Article  CAS  Google Scholar 

  49. C. Pettersson, G. Schill, J. Chromatogr.,204, 179 (1981).

    Article  CAS  Google Scholar 

  50. C. Pettersson, G. Schill, J. Liq. Chromatogr.,9, 269 (1986).

    Article  CAS  Google Scholar 

  51. C. Pettersson, M. Josefsson, Chromatographia,21, 321 (1986).

    Article  CAS  Google Scholar 

  52. D. Sybilska, J. Zukowski, J. Bojarski, J. Liq. Chromatogr.,9, 591 (1986) and citations therein.

    Article  CAS  Google Scholar 

  53. M. Gazdag, G. Szepesi, L. Huszár, J. Chromatogr.,351, 128 (1986).

    Article  CAS  Google Scholar 

  54. K. Feitzma, B. Drenth, R. Dezeeuw, J. Chromatogr.,387, 447 (1987).

    Article  Google Scholar 

  55. T. Takeuchi, H. Asai, K. Ischii, J. Chromatogr.,357, 409 (1986).

    Article  CAS  Google Scholar 

  56. J. Maguire, J. Chromatogr.,387, 453 (1987).

    Article  CAS  Google Scholar 

  57. S. Fritz, W. Lindner, J. Roots, B. Frey, A. Küpfer, J. Pharmacol. Exp. Ther., (1987) in print.

  58. S. Lam, A. Karmen, J. Liq. Chromatogr.,9, 291 (1986).

    Article  CAS  Google Scholar 

  59. V. Prelog, Z. Stojanac, K. Kovacevic, Hebr. Chim. Acta,65, 377 (1982).

    Article  CAS  Google Scholar 

  60. C. Pettersson, H. Sturman, J. Chromatogr. Sci.,22, 441 (1984).

    CAS  Google Scholar 

  61. S. Oya, J. Snyder, J. Chromatogr.,370, 333 (1986).

    Article  CAS  Google Scholar 

  62. W. Lindner, C. Leitner, G. Uray, J. Chromatogr.,316, 605 (1984).

    Article  CAS  Google Scholar 

  63. S. Einarsson, B. Josefsson, P. Möller, D. Sanchez, Anal. Chem.,59, 1191 (1987).

    Article  CAS  Google Scholar 

  64. S. Hara, A. Dobashi, K. Kinoshita, T. Hondo, M. Saito, M. Senda, J. Chromatogr.,371, 153 (1986).

    Article  CAS  Google Scholar 

  65. P. Macaudiere, A. Tambute, M. Caude, R. Rosset, M. Alembik, I. Wainer, J. Chromatogr.,371, 177 (1986).

    Article  CAS  Google Scholar 

Download references

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  1. Institute of Pharmaceutical Chemistry, University of Graz, A-8010, Graz, Austria

    W. Lindner

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Lindner, W. Recent development in HPLC enantioseparation — a selected review. Chromatographia 24, 97–107 (1987). https://doi.org/10.1007/BF02688471

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