Biselector enantioselective stationary phases for HPLC: Dependence of the chiral discrimination properties on stereochemistry and chemical nature of each unit of the chiral auxiliary

Tetrahedron Asymmetry

Volumn 13, Issue 16, 2002, Pages 1805-1815

  Iuliano, Anna ^a   Attolino, Emanuele ^a   Salvadori, Piero ^a  

^a CNR   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

1 (1 NAPHTHYL)ETHYLAMINE; AMINE; GLYCINE DERIVATIVE; LEUCINE; N 3,5 DINITROBENZOYLLEUCINE; N 3,5 DINITROBENZOYLPHENYLGLYCINE; SILICA GEL; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL PARAMETERS; CHEMICAL STRUCTURE; CHIRALITY; COVALENT BOND; ENANTIOSELECTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; OPTICAL ROTATION; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 0037183413     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(02)00402-0     Document Type: Article

References (24)

1. Satinder A. Chiral separation: Applications and Technology. 1997;ACS, Washington.
2. Maier N.M., Franco P., Lindner W. J. Chromatogr. A. 906:2001;3-33.
3. Félix G. J. Chromatogr. A. 906:2001;171-184.
4. Pirkle W.H., Pochapsky T.C. Chem. Rev. 89:1989;347-362.
5. Taylor D.R., Maher K. J. Chromatogr. Sci. 30:1992;67-85.
6. Gasparrini F., Misiti D., Villani C. J. Chromatogr. A. 906:2001;35-50.
7. Welch C.J. J. Chromatogr. A. 666:1994;3-26.
8. Pirkle W.H., Welch C.J. Tetrahedron: Asymmetry. 5:1994;777-780.
9. Pirkle W.H., Yuelong L. J. Chromatogr. A. 736:1996;31-38.
10. Iuliano A., Attolino E., Salvadori P. Eur. J. Org. Chem. 2001;3523-3529.
11. Pirkle W.H., House D.W., Finn J.M. J. Chromatogr. A. 192:1980;143-158.
12. Pirkle W.H., Welch C.J., Hyun M.H. J. Org. Chem. 48:1983;5022-5026.
13. Pirkle W.H., Welch C.J. J. Org. Chem. 49:1984;138-140.
14. Pirkle W.H., Schreiner J.L. J. Org. Chem. 46:1981;4988-4991.
15. Pirkle W.H., Finn J.M. J. Org. Chem. 46:1981;2935-2938.
16. Oi N., Nagase M., Sawada Y. J. Chromatogr. A. 292:1984;427-431.
17. Gustafson G.R., Baldino C.M., O'Donnell M.E., Sheldon A., Tarsa R.J., Verni C.J., Coffen D.L. Tetrahedron. 54:1998;4051-4065.
18. Belleau B., Malek G. J. Am. Chem. Soc. 90:1968;1651-1652.
19. Rosini C., Bertucci C., Pini D., Altemura P., Salvadori P. Tetrahedron Lett. 26:1985;3361-3364.
20. Masamune S., Choy W., Petersen W., Sita L.R. Angew. Chem., Int. Ed. Engl. 24:1985;1-76.
21. Salvadori P., Di Bari L., Pescitelli G. Berova N., Nakanishi K., Woody R.W., Circular Dichroism: Principles and Applications. 2000;797-817 John Wiley, New York.
22. Salvadori P., Rosini C., Bertucci C. J. Org. Chem. 49:1984;5050-5054.
23. Harada N., Nakanishi K. Circular Dichroic Spectroscopy, Exciton Coupling in Organic Stereochemistry. 1983;University Science Books, Oxford Press.
24. It has been shown for other kinds of CSPs that the further introduction of suitable moieties on a CSP can affect its enantiodiscrimination properties (see Ref. 1c).