Direct liquid chromatographic enantioseparation of chiral α- and β-aminophosphonic acids employing quinine-derived chiral anion exchangers: Determination of enantiomeric excess and verification of absolute configuration

Analytica Chimica Acta

Volumn 404, Issue 2, 2000, Pages 169-177

  Zarbl, Elfriede ^a   Lämmerhofer, Michael ^a   Hammerschmidt, Friedrich ^a   Wuggenig, Frank ^a   Hanbauer, Martin ^a   Maier, Norbert M ^a   Sajovic, Lisa ^a   Lindner, Wolfgang ^a  

^a UNIVERSITY OF VIENNA   (Austria)

Author keywords

and Aminophosphonic acids; Absolute configurations; Enantiomer separation; Enantiomeric excess; N 2,4 dinitrophenyl derivatives and 3,5 dinitrobenzyloxycarbonyl derivatives; Quinine derivatives

Indexed keywords

CARBONYL DERIVATIVE; PHOSPHONIC ACID DERIVATIVE; QUININE; QUININE DERIVATIVE;

ANION EXCHANGE; ARTICLE; CHEMICAL STRUCTURE; CHIRALITY; ENANTIOMER; LIQUID CHROMATOGRAPHY; PRIORITY JOURNAL;

EID: 0033992196     PISSN: 00032670     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0003-2670(99)00700-X     Document Type: Article

References (22)

1. P. Kafarski, P. Mastalerz, Beiträge zur Wirkstofforschung P. Oehme, H. Löwe and E. Göres, Eds., Vol. 21, Berlin (1984).
2. Kafarski P., Lejczak B. Phosphorus Sulfur Silicon. 63:1991;193.
3. Hammerschmidt F., Wuggenig F. Tetrahedron: Asymmetry. 10:1999;1709.
4. Hammerschmidt F., Li Y.-F. Tetrahedron. 50:1994;10253.
5. Pirkle W.H., Burke J.A. J. Chromatogr. 598:1992;159.
6. Pirkle W.H., Brice L.J., Caccamese S., Principato G., Failla S. J. Chromatogr. A. 721:1996;241.
7. Pirkle W.H., Brice L.J., Widlanski T.S., Roestamadji J. Tetrahedron: Asymmetry. 7:1996;2173.
8. Fischer C., Schmidt U., Dwars T., Oehme G. J. Chromatogr. A. 845:1999;273-284.
9. Udvarhelyi P.M., Schuster D.C., Watkins J.C. J. Chromatogr. 519:1990;69-74.
10. Camilleri P., Manallack D.T., Reid C.A. Chromatographia. 38:1994;771-775.
11. F.H.M. Hanbauer, F. Hammerschmidt, B. Peric-Simon, in preparation.
12. Wuggenig F., Hammerschmidt F. Monatshefte für Chemie. 129:1998;423-436.
13. F. Hammerschmidt, H. Völlenkle, Liebigs Ann. Chem. (1989) 577-583.
14. F. Hammerschmidt, G. Bovermann, K. Bayer, Liebigs Ann. Chem. (1990) 1055-1061.
15. U. Schöllkopf, T. Wintel, Synthesis (1984) 1033-1034.
16. Bruckner H., Strecker B. J. Chromatogr. A. 697:1995;295-307.
17. W. Lindner, M. Lämmerhofer, N.M. Maier, PCT/EP97/02888 (1997).
18. Lämmerhofer M., Lindner W. J. Chromatogr. A. 741:1996;33-48.
19. A. Mandl, L. Nicoletti, M. Lämmerhofer, W. Lindner, J. Chromatogr. A, in press.
20. Hagele G., Grzonka M., Kropp H.W., Spiegl H. Phosphorus Sulfur & Silicon. 77:1993;637-640.
21. J. Lesnik, M. Lämmerhofer, W. Lindner, Anal. Chim. Acta, in press.
22. Maier N.M., Nicoletti L., Lämmerhofer M., Lindner W. Chirality. 11:1999;522-528.