Asymmetric catalysis. Part 153: Metal-catalysed enantioselective α-ketol rearrangement

Tetrahedron Asymmetry

Volumn 14, Issue 15, 2003, Pages 2177-2187

  Brunner, Henri ^a   Kagan, Henri B ^b   Kreutzer, Georg ^a  

^a UNIVERSITY OF REGENSBURG   (Germany)

^b UNIVERSITÉ PARIS SUD   (France)

Author keywords

[No Author keywords available]

Indexed keywords

1 (2 CHLOROPHENYLMETHYLIMINOMETHYL)CYCLOPENTANOL; 1 ACETYLCYCLOPENTANOL; 1 BENZOYLCYCLOPENTANOL; 1 METHYLIMINOPHENYLMETHYLCYCLOPENTANOL; 1,1 DIPHENYL 1 HYDROXYPROPAN 2 ONE; 10 HYDROXY 10 PHENYL 10H PHENANTHREN 9 ONE; 2 (4 TERT BUTYLOXAZOLIN 2 YL)PYRIDINE; 2 HYDROXY 2 PHENYLCYCLOHEXANONE; 9 BENZOYLFLUOREN 9 OL; ALCOHOL DERIVATIVE; ALPHA KETOL; IMINE; KETONE DERIVATIVE; LIGAND; METAL; PHENANTHRENE DERIVATIVE; PROPANE; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; ASYMMETRIC CATALYSIS; CHIRALITY; ENANTIOMER; ENANTIOSELECTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ISOMER; ISOMERISM; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; SCREENING;

EID: 0043201045     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(03)00433-6     Document Type: Article

References (32)

1. Brunner H., Stöhr F. Eur. J. Org. Chem. 2000;2777. related literature cited therein.
2. Brunner H., Kagan H.B., Kreutzer G. Tetrahedron: Asymmetry. 12:2001;497.
3. Kreutzer, G. Ph.D. Thesis, Universität Regensburg, 2003.
4. Honzl J., Lövy J. Tetrahedron. 40:1984;1885.
5. Nishiyama H., Kondo M., Nakamura T., Itoh K. Organometallics. 10:1991;500.
6. Collin J., Namy J.-L., Dallemer F., Kagan H.B. J. Org. Chem. 56:1991;3118.
7. Organikum, 20. Auflage, Wiley-VCH: Weinheim, 1999, 286.
8. Dwyer F.P., Garvan F.L., Shulman A. J. Am. Chem. Soc. 81:1959;290.
9. Clarke H.T., Gillespie H.B., Weisshaus Z. J. Am. Chem. Soc. 55:1933;4571.
10. Kurganov A.A., Davankov V.A., Ya. Zhuchkova L., Ponomaryova T.M. Inorg. Chim. Acta. 39:1980;237.
11. Brunner H., Schmidt M., Unger G. Eur. J. Med. Chem. - Chim. Ther. 20:1985;509.
12. Howarth J., Gillespie K. Molecules. 5:2000;993.
13. Nishiyama H., Tomonori T., Takayama M., Itoh K. Tetrahedron: Asymmetry. 4:1993;1461.
14. Brunner H., Obermann U., Wimmer P. J. Organomet. Chem. 316:1986;C1.
15. Brunner H., Obermann U. Chem. Ber. 122:1989;499.
16. Brunner H., Nishiyama H., Itoh K. Asymmetric Hydrosilylation. Ojima I. Catalytic Asymmetric Synthesis. 1993;303 VCH, New York.
17. Chelucci G., Medici S., Saba A. Tetrahedron: Asymmetry. 10:1999;543.
18. Cheng J., Deming T.J. Macromolecules. 32:1999;4745.
19. Benson S.C., Cai P., Haiza M.A., Tokles M., Snyder J.K. J. Org. Chem. 53:1988;5335.
20. Brunner H., Henning F., Weber M. Tetrahedron: Asymmetry. 13:2002;37.
21. Brunner, H.; Zettler, C. Chem. Monthly, in press.
22. Bolm, C.; Bienewald, F.; Seger, A. Angew. Chem. 1996, 108, 1767; Angew. Chem., Int. Ed. Engl. 1996, 35, 1657.
23. Bolm, C.; Bienewald, F.; Seger, A. Angew. Chem. 1996, 108, 1767; Angew. Chem., Int. Ed. Engl. 1996, 35, 1657.
24. Preiss, D. Patent DE 44 09 671 C1, 1995.
25. Menhart, V.; Mitinko, V. Patent CS 277268, 1992.
26. Klose R., Hoppe U. (S)-Ketamin. 2002;Springer Verlag, Berlin, Heidelberg, New York.
27. Heinz T.W. Deutsches Ärzteblatt. 96:1999;2724.
28. Steiner, K. Patent WO 97/43244, 1997.
29. Russo, T.; Freire, V. Patent WO 01/98265 A2, 2001.
30. Menzer, M.; Kazmirowski, H.-G. Möller, G.; Laban, G. Patent DD 217 511 A1, 1985.
31. Creary X., Inocencio P.A., Underiner T.L., Kostromin R. J. Org. Chem. 50:1985;1932.
32. Vogl O., Pöhm M. Monatsh. Chem. 83:1952;541.