Kinetic resolution of 1-oxyl-3-hydroxymethyl-2,2,5,5- tetramethylpyrrolidine derivatives by lipase-catalyzed enantiomer selective acylation

Tetrahedron Asymmetry

Volumn 15, Issue 4, 2004, Pages 671-679

  Bálint, József ^a   Kiss, Violetta ^a   Egri, Gabriella ^a   Kálai, Tamás ^b   Demeter, Ádám ^c   Balog, Mária ^b   Fogassy, Elemér ^a   Hideg, Kálmán ^b  

^a BUDAPEST UNIVERSITY OF TECHNOLOGY AND ECONOMICS   (Hungary)

^b UNIVERSITY OF PÉCS   (Hungary)

^c GEDEON RICHTER LTD   (Hungary)

Author keywords

[No Author keywords available]

Indexed keywords

ESTER DERIVATIVE; FREE RADICAL; METHYL GROUP; PYRROLIDINE DERIVATIVE; SULFONIC ACID DERIVATIVE; TRIACYLGLYCEROL LIPASE;

ACYLATION; ARTICLE; BIOCATALYST; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; CHIRALITY; CRYSTALLIZATION; ENANTIOMER; ESTERIFICATION; KINETICS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; PURIFICATION; STRUCTURE ANALYSIS;

EID: 1042264048     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetasy.2003.12.026     Document Type: Article

References (25)

1. Nooy A.E.J., Besemer A.C., Bekkum van H. Synthesis. 1996;1153-1174.
2. Krishna M.C., Russo A., Mitchell J.B., Goldstein S., Dafni A., Samuni A. J. Biol. Chem. 271:1996;26026-26031.
3. Thomas-Smith T.E., Blough N.V. Environ. Sci. Technol. 35:2001;2721-2726.
4. Hawker C.J., Bosman A.W., Harth E. Chem. Rev. 101:2001;3661-3688.
5. Hideg K. Pure Appl. Chem. 62:1990;207-212.
6. Hubbell W.L., Mchaourab H.S., Altenbach C., Lietzow M.A. Structure. 4:1996;779-783.
7. Hubbell W.L., Gross A., Langen R., Lietzow M.A. Curr. Opin. Struct. Biol. 8:1998;649-656.
8. Hubbell W.L., Cafiso D.S., Altenbach C. Nature Struct. Biol. 7:2000;735-739.
9. Columbus L., Kálai T., Jeko J., Hideg K., Hubbell W.L. Biochemistry. 40:2001;3828-3846.
10. Columbus L., Hubbell W.L. Trends Biochem. Sci. 27:2002;288-295.
11. Berliner L.J., Grünwald J., Hankovszky H.O., Hideg K. Anal. Biochem. 119:1982;450-455.
12. Mchaourab H.S., Kálai T., Hideg K., Hubbell W.L. Biochemistry. 38:1999;2947-2955.
13. Naik N., Braslau R. Tetrahedron. 54:1998;667-696.
14. Benfaremo N., Steenbock M., Klapper M., Müllen K., Enkelmann V., Cabrera K. Liebigs Ann. 1996;1413-1415.
15. Rychnovsky S.D., McLernon T.L., Rajapakse H. J. Org. Chem. 61:1996;1194-1195.
16. Einhorn J., Einhorn C., Ratajczak F., Pierre J.-L. Synth. Commun. 30:2000;1837-1848.
17. Hideg K., Hankovszky H.O., Lex L., Kulcsár Gy. Synthesis. 1980;911-914.
18. Kálai T., Balog M., Jeko J., Hideg K. Synthesis. 1999;973-980.
19. Hideg K., Hankovszky H.O., Halász H.A., Sohár P. J. Chem. Soc., Perkin Trans. 1. 1988;2905-2911.
20. Forró E., Kanerva L.T., Fülöp F. Tetrahedron: Asymmetry. 9:1998;513-520.
21. Faber K. Biotransformations in Organic Chemistry. 2000;Springer, Berlin.
22. Sharma P.N., Brossi A., Silverton J.V., Chignell C.F. J. Med. Chem. 27:1984;1729-1733.
23. Ament S.S., Wetherington J.B., Moncrief J.W., Flohr K., Moshizuki M., Kaiser E.T. J. Am. Chem. Soc. 95:1973;7896-7897.
24. Wetherlington J.B., Ament S.S., Moncrief J.W. Acta Cryst. B. 30:1974;568-573.
25. Chion B., Lajzerowicz J., Bordeaux D., Collet A., Jacques J. J. Phys. Chem. 82:1978;2682-2688.