Cyclodextrins as NMR probes in the study of the enantiomeric compositions of N-benzyloxycarbonylamino-phosphonic and phosphinic acids

Tetrahedron Asymmetry

Volumn 15, Issue 10, 2004, Pages 1597-1602

  Berlicki, Łukasz ^a   Rudzińska, Ewa ^a   Mucha, Artur ^a   Kafarski, Paweł ^a  

^a WROCLAW UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; CYCLODEXTRIN; N BENZYLOXYCARBONYLAMINOPHOSPHONIC ACID; PHOSPHINIC ACID DERIVATIVE; PHOSPHONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; COMPLEX FORMATION; ENANTIOMER; EXPERIMENT; GEOMETRY; MOLECULAR MODEL; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; STOICHIOMETRY; STRUCTURE ANALYSIS;

EID: 2342554299     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetasy.2004.03.037     Document Type: Article

References (54)

1. Kafarski P., Lejczak B. Phosphorus, Sulphur Silicon. 63:1991;193-216
2. Kukhar V.P., Hudson H.R. Aminophosphonic and Aminophosphinic Acids. Chemistry and Biological Activity. 2000;John Wiley & Sons, Chichester
3. Kafarski P., Lejczak B. Kukhar V.P., Hudson H.R. Aminophosphonic and Aminophosphinic Acids. Chemistry and Biological Activity. 2000;173-203 John Wiley & Sons, Chichester
4. Hirschmann R., Yager K.M., Taylor C.M., Witherington J., Sprengeler P.A., Phillips B.W., Moore W., Smith A.B. III J. Am. Chem. Soc. 119:1997;8177-8190
5. Malachowski W.P., Coward J.K. J. Org. Chem. 59:1994;7616-7624
6. Malachowski W.P., Coward J.K. J. Org. Chem. 59:1994;7625-7634
7. Mucha A., Kafarski P., Plenat F., Cristau H.-J. Tetrahedron. 50:1994;12743-12754
8. Holden H.M., Tronrud D.E., Monzingo A.F., Weawer L.H., Matthews B.W. Biochemistry. 26:1987;8542-8553
9. Tronrud D.E., Holden H.M., Matthews B.W. Science. 235:1987;571-574
10. Grams F., Dive V., Yiotakis A., Yiallouros I., Vassiliou S., Zwilling R., Bode W., Stöcker W. Nat. Struct. Biol. 3:1996;671-675
11. Gall A.-L., Ruff M., Kannan R., Cuniasse P., Yiotakis A., Dive V., Rio M.-C., Basset P., Moras D. J. Mol. Biol. 307:2001;577-586
12. Radkiewicz J.L., McAllister M.A., Goldstein E., Houk K.N. J. Org. Chem. 63:1998;1419-1428
13. Bartlett P.A., Marlowe C.K., Giannousis P.E., Hanson J.E. Cold Spring Harbor Symp. Quant. Biol. 52:1987;83-90
14. Bartlett P.A., Marlowe C.K. Science. 235:1987;569-571
15. Kafarski P., Lejczak B. Kukhar V.P., Hudson H.R. Aminophosphonic and Aminophosphinic Acids. Chemistry and Biological Activity. 2000;407-442 John Wiley & Sons, Chichester
16. Collinsova M., Jiráček J. Curr. Med. Chem. 7:2000;629-647
17. Dive V., Lucet-Levannier K., Georgiadis D., Cotton J., Vassiliou S., Cuniasse P., Yiotakis A. Biochem. Soc. Trans. 28:2000;455-460
18. Fischer C., Schmitt U., Dwars T., Oehme G. J. Chromatogr. A. 845:1999;273-283
19. Pirkle W.H., Burke J.A. J. Chromatogr. 598:1992;159-167
20. Pirkle W.H., Brice L.J., Caccamese S., Principato G., Failla S. J. Chromatogr. A. 721:1996;241-246
21. Pirkle W.H., Brice L.J., Widlański T.S., Roestamadji J. Tetrahedron: Asymmetry. 7:1996;2173-2176
22. Udvarhelyi P.M., Schuster D.C., Watkins J.C. J. Chromatogr. 519:1990;69-74
23. Camilleri P., Manallack D.T., Reid C.A. Chromatographia. 38:1994;771-775
24. Zarbl E., Lämmerhofer M., Hammerschmidt F., Wugening F., Hanbauer M., Maier N.M., Sajovic L., Lindner W. Anal. Chim. Acta. 404:2000;169-177
25. Lämmerhofer M., Zarbl E., Lindner W., Peric Sinow B., Hammerschmidt F. Electrophoresis. 22:2001;1182-1187
26. Kataoka H., Sakiyama M., Makita M. Agric. Biol. Chem. 53:1989;2791-2796
27. Lämmerhofer M., Hebenstreit D., Gavioli E., Lindner W., Mucha A., Kafarski P., Wieczorek P. Tetrahedron: Asymmetry. 14:2003;2557-2565
28. Lämmerhofer M., Zarbl E., Lindner W. J. Chromatogr. A. 892:2000;509-521
29. Shaw C.J., Silverman C.E. Chirality. 8:1996;84-87
30. Tobler E., Lämmerhofer M., Wuggening F., Hammershmidt F., Lindner W. Electrophoresis. 23:2002;462-476
31. Dżygiel P., Rudzińska E., Wieczorek P., Kafarski P. J. Chromatogr. A. 895:2000;301-301
32. Rudzińska E., Dżygiel P., Wieczorek P., Kafarski P. J. Chromatogr. A. 979:2002;115-122
33. Rudzińska E., Wieczorek P., Kafarski P. Electrophoresis. 15:2003;2693-2697
34. Hammerschmidt F., Li Y.-F. Tetrahedron. 50:1994;10253-10264
35. Hammerschmidt F., Wugening F. Tetrahedron: Asymmetry. 10:1999;1709-1721
36. Baewska K., Gajda T. Tetrahedron: Asymmetry. 13:2002;671-674
37. Gajda T. Tetrahedron: Asymmetry. 5:1994;1965-1972
38. Huber R., Knierzinger A., Obrecht J.-P., Vasella A. Helv. Him. Acta. 69:1985;1730-1747
39. Laschat S., Kunz H. Synthesis. 1992;90-95
40. Cabella G., Jommi G., Pagliarin R., Sisti M. Tetrahedron. 51:1995;1817-1826
41. Davis F.A., McCall W. Tetrahedron Lett. 40:1999;249-252
42. Hammerschmidt F., Hanbauer M. J. Org. Chem. 65:2000;6121-6131
43. Glowacki Z., Topolski M., Matczak-Jon E., Hoffmann M. Magn. Res. Chem. 27:1989;922-924
44. Berlicki L., Rudzińska E., Kafarski P. Tetrahedron: Asymmetry. 14:2003;1535-1539
45. Parker D. Chem. Rev. 91:1991;2442-2457
46. Hulst R., Kellog R.M., Feringa B.L. Recl. Trav. Chim. Pays-Bas. 114:1995;115-138
47. Schneider H.J., Hacket F., Rüdiger V., Ikeda H. Chem. Rev. 98:1998;1755-1786
48. Job P. Ann. Chim. 9:1928;113-125
49. Ivanov P.M., Salvatierra D., Jaime C. J. Org. Chem. 61:1996;7012-7017
50. Baylis E.K., Campbell C.D., Dingwall J.G. J. Chem. Soc., Perkin Trans. I. 1984;2845-2853
51. Mucha A., Kafarski P., Plenat F., Cristau H.-J. Phosphorus, Sulfur and Silicon. 105:1995;187-193
52. INSIGHT 2000, Molecular Modelling Program Package, Accelrys, San Diego, 2000
53. DISCOVER Molecular Modelling Program Package, Accelrys, San Diego, 2000
54. CFF97 User Guide, Accelrys, San Diego, 1997