1-Naphthyl-1,2-ethanediol as a new chiral modifier of platinum in the enantioselective hydrogenation of activated ketones

Journal of Catalysis

Volumn 221, Issue 2, 2004, Pages 666-669

  Marinas, Alberto ^a   Mallat, Tamas ^a   Baiker, Alfons ^a  

^a ETH ZURICH   (Switzerland)

Author keywords

1 Naphthyl 1,2 ethanediol; 2 (1 Pyrrolidinyl) 1 (1 naphthyl)ethanol; Asymmetric; Enantioselective; Ethyl 4,4,4 trifluoroacetoacetate; Hydrogenation; Ketopantolactone; Pt Al2O3

Indexed keywords

1 NAPHTHYL 1,2 ETHANEDIOL; 4,4,4 TRIFLUOROACETOACETIC ACID ETHYL ESTER; ACETIC ACID DERIVATIVE; ALCOHOL; AMINE; CARBONYL DERIVATIVE; ETHANE; HYDROGEN; HYDROXIDE; KETONE DERIVATIVE; METAL; NAPHTHALENE; NAPHTHYL GROUP; OXYGEN; PANTOLACTONE; PLATINUM; PYRROLIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ADSORPTION; ARTICLE; ATOMIC PARTICLE; CHEMICAL INTERACTION; CHEMICAL MODIFICATION; CHIRALITY; ENANTIOSELECTIVITY; HYDROGEN BOND; HYDROGENATION; NONLINEAR SYSTEM; PHENOMENOLOGY; SURFACE PROPERTY;

EID: 0742272559     PISSN: 00219517     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jcat.2003.10.008     Document Type: Article

References (33)

1. Orito Y., Imai S., Niwa S. J. Chem. Soc. Jpn. 1979;1118.
2. Studer M., Blaser H.U., Exner C. Adv. Synth. Catal. 345:2003;45.
3. Wells P.B., Wilkinson A.G. Top. Catal. 5:1998;39.
4. Baiker A. J. Mol. Catal. A. 163:2000;205.
5. Von Arx M., Mallat T., Baiker A. Top. Catal. 19:2002;75.
6. Blaser H.U., Jalett H.P., Monti D.M., Baiker A., Wehrli J.T. Stud. Surf. Sci. Catal. 67:1991;147.
7. Simons K.E., Wang G., Heinz T., Pfaltz A., Baiker A. Tetrahedron: Asymmetry. 6:1995;505.
8. Minder B., Schürch M., Mallat T., Baiker A., Heinz T., Pfaltz A. J. Catal. 160:1996;261.
9. Schürch M., Heinz T., Aeschimann R., Mallat T., Pfaltz A., Baiker A. J. Catal. 173:1998;187.
10. Wang G., Heinz T., Pfaltz A., Minder B., Mallat T., Baiker A. J. Chem. Soc., Chem. Commun. 1994;2047.
11. Solladié-Cavallo A., Marsol C., Garin F. Tetrahedron Lett. 43:2002;4733.
12. Minder B., Schürch M., Mallat T., Baiker A. Catal. Lett. 31:1995;143.
13. Solladié-Cavallo A., Marsol C., Suteu C., Garin F. Enantiomer. 6:2001;245.
14. Tungler A., Mathe T., Fodor K., Sheldon R.A., Gallezot P. J. Mol. Catal. A. 108:1996;145.
15. Szöllösi G., Somlai C., Szabó P.T., Bartók M. J. Mol. Catal. A. 170:2001;165.
16. Bartók M., Felföldi K., Török B., Bartók T. Chem. Commun. 1998;2605.
17. Vargas A., Bürgi T., Baiker A. J. Catal. 197:2001;378.
18. Griffiths S.P., Wells P.B., Griffin K.G., Johnston P. Herkes F.E. Catalysis of Organic Reactions. 1998;89 Dekker, New York.
19. Wells P.B., Wells R.P.K. De Vos D.E., Vankelecom I.F.J., Jacobs P.A. Chiral Catalyst Immobilization and Recycling. 2000;123 Wiley-VCH, Weinheim.
20. Blaser H.U., Jalett H.P., Monti D.M., Baiker A., Wehrli J.T. Stud. Surf. Sci. Catal. 67:1991;147.
21. T. Heinz, PhD dissertation, University of Basel, 1997.
22. Bartók M., Szöllösi G., Balázsik K., Bartók T. J. Mol. Catal. A. 177:2002;299.
23. Huck W.R., Mallat T., Baiker A. Catal. Lett. 87:2003;241.
24. Simons K.E., Meheux P.A., Ibbotson A., Wells P.B. Stud. Surf. Sci. Catal. 75:1993;2317.
25. Tungler A., Fodor K., Mathe T., Sheldon R.A. Stud. Surf. Sci. Catal. 108:1997;157.
26. Huck W.R., Bürgi T., Mallat T., Baiker A. J. Catal. 216:2003;276.
27. Huck W.R., Mallat T., Baiker A. Adv. Synth. Catal. 345:2003;255.
28. Ranade V.A., Consiglio G., Prins R. J. Org. Chem. 64:1999;8862.
29. Ranade V.A., Consiglio G., Prins R. J. Org. Chem. 65:2000;1132.
30. Klein R.A. J. Comput. Chem. 23:2002;585.
31. Middleton W.J., Lindsey R.V. Jr. J. Am. Chem. Soc. 86:1964;4948.
32. Data taken from Scifinder Scholar 2001. American Chemical Society, calculated using Advanced Chemistry Development (ACD) Software Solaris V4.67.
33. Bonalumi N., Bürgi T., Baiker A. J. Am. Chem. Soc. 125:2003;13342.