Enantioselective hydrogenation of α-keto esters over cinchona- Pt/Al2O3 catalyst. Molecular modelling of the substrate-modifier interaction

Journal of Molecular Catalysis A: Chemical

Volumn 139, Issue 1, 1999, Pages 81-95

  Margitfalvi, József L ^a   Tfirst, Ernõ ^a  

^a CHEMICAL RESEARCH CENTER   (Hungary)

Author keywords

Keto esters; Chiral modifiers; Cinchonidine; Enantio differentiation; Enantioselective hydrogenation; Pt Al2O3; Shielding effect

Indexed keywords

ALPHA KETO ESTER DERIVATIVE; ALUMINUM OXIDE; CINCHONIDINE; ESTER; PYRUVIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; ENANTIOMER; HYDROGENATION; MOLECULAR MODEL;

EID: 0345040733     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1381-1169(98)00197-6     Document Type: Article

References (28)

1. Y. Orito, S. Imai, S. Niwa, J. Chem. Soc. Japan (1979) 1118.
2. Blaser H.U., Müller M. Stud. Surf. Sci. Catal. 59:1991;73.
3. J.L. Margitfalvi, B. Minder, E. Tálas, L. Botz, A. Baiker, New frontiers in catalysis, in: L. Guczi et al. (Eds.), Proc. 10th Int. Congr. Catal., Budapest, July 1992, Elsevier, Amsterdam, 1993, p. 2471.
4. J.L. Margitfalvi, in: M.G. Scaros, M.L. Prunier (Eds.), Chem. Ind., Vol. 62, Catal. Org. React., Marcel Dekker, New York, 1995, p. 189.
5. Margitfalvi J.L., Hegedüs M., Tfirst E. Stud. Surf. Sci. Catal. 101:1996;241. 11th International Congress on Catalysis.
6. Simons K.E., Wang G., Heinz T., Pfalz A., Baiker A. Tetrahedron: Asymmetry. 6:1995;505.
7. Minder B., Schultz M., Mallat T., Baiker A., Wang G., Heinz T., Pfaltz A. J. Catal. 160:1996;261.
8. Blaser H.U., Garland M., Jallett H.P. J. Catal. 144:1993;569.
9. Margitfalvi J.L., Hegedüs M., Tfirst E. Tetrahedron: Asymmetry. 7:1996;571.
10. H. Wynberg, Topics in Stereochemistry, Vol. 16, Wiley, New York, 1986, p.87.
11. J.D. Morison, H.S. Mosher, Asymmetric Organic Reactions, Prentice-Hall, Englewood Cliffs, NJ, 1971.
12. R. Pierce, Catalysis, Vol. 2, The Chemical Society, London, 1978, p. 175.
13. Margitfalvi J.L., Hegedüs M. J. Catal. 156:1995;175.
14. Margitfalvi J.L., Hegedüs M. J. Mol. Catal. A. 107:1996;281.
15. Maitra U., Mathivanan P. Tetrahedron: Asymmetry. 5:1994;1171.
16. Xiang B., Snow K., Belly M. J. Org. Chem. 58:1993;993.
17. Y. Nitta, Y. Ueda, T. Imanaka, Chem. Lett. (1994) 1095.
18. Margitfalvi J.L., Marti P., Baiker A., Botz L., Sticher O. Catal. Lett. 6:1990;281.
19. Bushman H., Scharf H.D., Hoffmann N., Esser P. Angew. Chem., Int. Ed. Engl. 30:1991;477.
20. Helmchen G., Schierer R. Angew. Chem., Int. Ed. Engl. 20:1981;205.
21. HyperChem Release 3 for Windows, Hypercube, 419 Philips Street, Waterloo, Ontario, Canada N2L 3X2, 1993.
22. MSI: Discover 2.9.8/96.0/4.0.0, User Guide (1996) 50-57.
23. MSI: Catalysis 4.0.0, User Guide (1996) 233-249.
24. Baiker A. Stud. Surf. Sci. Catal. 101:1996;51. 11th International Congress on Catalysis.
25. Manger F. Tetrahedron. 39:1983;1013.
26. Storm D.R., Koshland D.E. Jr. J. Am. Chem. Soc. 94:1972;5805.
27. J.L. Margitfalvi, E. Tfirst, to be published.
28. Mallat T., Bodnar Z., Minder B., Borszeki K., Baiker A. J. Catal. 168:1997;183.