Novel urea-linked cinchona-calixarene hybrid-type receptors for efficient chromatographic enantiomer separation of carbamate-protected cyclic amino acids

Journal of Chromatography A

Volumn 1053, Issue 1-2 SPEC. ISS., 2004, Pages 119-131

  Krawinkler, Karl Heinz ^a   Maier, Norbert M ^a   Sajovic, Elisabeth ^a   Lindner, Wolfgang ^a  

^a UNIVERSITY OF VIENNA   (Austria)

Author keywords

Chiral stationary phases; Cyclic amino acids; Enantiomer separation; Urea linked cinchona calixarene hybrid type selector

Indexed keywords

CHIRAL RECOGNITION; CHIRAL STATIONARY PHASES (CSP); ENANTIOSELECTIVITY; MOBILE PHASES;

ACETIC ACID; CHROMATOGRAPHIC ANALYSIS; HYDROGEN BONDS; MUTAGENESIS; STOICHIOMETRY; SYNTHESIS (CHEMICAL); UREA;

AMINO ACIDS;

9 AMINO(9 DEOXY)EPIQUININE; 9 AMINO(9 DEOXY)QUININE; ACETIC ACID; AMINO ACID DERIVATIVE; CALIX[4]ARENE; CALIXARENE; CARBAMIC ACID; CARBONYL DERIVATIVE; CHLOROFORM; HYDROGEN; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PROLINE DERIVATIVE; QUININE DERIVATIVE; RECEPTOR; SILICON DIOXIDE; UNCLASSIFIED DRUG; UREA;

CHROMATOGRAPHY; CINCHONA; CONFERENCE PAPER; ENANTIOMER; ENANTIOSELECTIVITY; HYDROGEN BOND; MOLECULAR INTERACTION; PRIORITY JOURNAL; PROTEIN BINDING; SEPARATION TECHNIQUE;

AMINO ACIDS; CALIXARENES; CARBAMATES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; CINCHONA ALKALOIDS; HYDROGEN BONDING; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; STEREOISOMERISM; UREA;

ARENE; CINCHONA; CINCHONA PUBESCENS;

EID: 5644236620     PISSN: 00219673     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chroma.2004.07.046     Document Type: Conference Paper

References (30)

1. J.S. Ma Chim. Oggi 21 2003 65
2. M. Petersen, and M. Sauter Chimia 53 1999 608
3. E.J. Corey, and C.J. Helal Angew. Chem. Int. Ed. 37 1998 1986
4. A. Job, C.F. Janeck, W. Bettray, R. Peters, and D. Enders Tetrahedron 58 2002 2253
5. B. List Terahedron 58 2002 5573
6. C. Cativiela, and M.D. Diaz-De-Villegas Tetrahedron: Asymmetry 11 2000 645
7. N.M. Maier, P. Franco, and W. Lindner J. Chromatogr. A 906 2001 3
8. E.R. Francotte J. Chromatogr. A 906 2001 379
9. M. Schulte, and J. Strube J. Chromatogr. A 906 2001 399
10. K.H. Krawinkler, N.M. Maier, R. Ungaro, F. Sansone, A. Casnati, and W. Lindner Chirality 15 2003 17
11. N.M. Maier, and G. Uray J. Chromatogr. A 732 1996 215
12. F. Hettche, P. Reiss, and R.W. Hoffmann Chem. Eur. J. 8 2002 4946
13. H. Brunner, J. Buegler, and B. Nuber Tetrahedron: Asymmetry 6 1995 1699
14. H. Brunner, and J. Buegler Bull. Soc. Chim. Belg. 106 1997 77
15. E. Veigl, B. Böhs, A. Mandl, D. Krametter, and W. Lindner J. Chromatogr. A 694 1995 135
16. N.M. Maier, L. Nicoletti, M. Lämmerhofer, and W. Lindner Chirality 11 1999 522
17. N.M. Maier, E. Sajovic, W. Lindner, unpublished results.
18. B. Chankvetadze, I. Kartozia, C. Yamamoto, and Y. Okamoto J. Pharm. Biomed. Anal. 27 2002 467
19. A. Berthod, T.L. Xiao, Y. Liu, W.S. Jenks, and D.W. Armstrong J. Chromatogr. A 995 2002 53
20. M. Lämmerhofer, N.M. Maier, and W. Lindner Am. Lab. 30 1998 71
21. G.D.H. Dijkstra, R.M. Kellogg, H. Wynberg, J.S. Svendsen, I. Marko, and K.B. Sharpless J. Am. Chem. Soc. 111 1989 8069
22. N.N. Maier, S. Schefzick, G.M. Lombardo, M. Feliz, K. Rissanen, W. Lindner, and K.B. Lipkowitz J. Am. Chem. Soc. 124 2002 8611
23. H. Brunner, P. Schmidt, and M. Prommesberger Tetrahedron: Asymmetry 11 2000 1501
24. T. Sokoliess, U. Menyes, U. Roth, and T. Jira J. Chromatogr. A 898 2000 35
25. T. Sokoliess, J. Schönherr, U. Menyes, U. Roth, and T. Jira J. Chromatogr. A 1021 2003 71
26. E.A. Meyer, R.K. Castellano, and F. Diederich Angew. Chem. Int. Ed. Engl. 42 2003 1210
27. M.S. Cubberley, and B.L. Iverson J. Am. Chem. Soc. 123 2001 7560
28. N.J. Heaton, P. Bello, B. Herradon, A.D. Campo, and J. Jimenez-Barbero J. Am. Chem. Soc. 120 1998 9632
29. J. Sthlberg J. Chromatogr. A 855 1999 3
30. J. Lah, N.M. Maier, W. Lindner, and G. Vesnaver J. Phys. Chem. B 105 2001 1670