WO3-30% H2O2-cinchona alkaloids: A new heterogeneous catalytic system for the asymmetric oxidation of sulfides and the kinetic resolution of racemic sulfoxides

Tetrahedron Asymmetry

Volumn 14, Issue 4, 2003, Pages 407-410

  Thakur, Vinay V ^a   Sudalai, A ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

4 TOLYLBENZYLSULFOXIDE; CINCHONA ALKALOID; HYDROGEN PEROXIDE; HYDROQUINIDINE 2,5 DIPHENYL 4,6 PYRIMIDINEDIYL DIETHER; LANSOPRAZOLE; PHENYLBENZYLSULFIDE; SULFIDE; SULFOXIDE; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; CATALYSIS; CHEMICAL REACTION; ENANTIOSELECTIVITY; KINETICS; OXIDATION; PRIORITY JOURNAL;

EID: 0037458534     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(02)00865-0     Document Type: Article

References (29)

1. Mata E.G. Phosphorus Sulfur Silicon. 117:1996;231.
2. Kagan H.B., Rebiere F., Samuel O. Phosphorus Sulfur Silicon. 58:1991;89.
3. Carreno M.C. Chem. Rev. 95:1995;1717.
4. Solladie G. Synthesis. 1981;185 Anderson, K. K. In Chemistry of Sulfones and Sulfoxides; Patai, S.; Rappoport, Z.; Stirling, C. J., Eds.; John Wiley & Sons: Chichester, UK, 1988; Chapter 3, pp. 55-94 Posner, G. H. In Chemistry of Sulfones and Sulfoxides; Patai, S.; Rappoport, Z.; Stirling, C. J., Eds.; John Wiley & Sons: Chichester, UK, 1988; Chapter 16, pp. 823-849.
5. Barbachyn J.D., Johnson C.R. Morrison J.D., Scott J.W. Asymmetric Synthesis. 4:1983;227-261 Acadamic Press, New York.
6. Kagan H.B., Rebiere F. Synlett. 1990;643.
7. Posner G.H. Acc. Chem. Res. 20:1987;72.
8. Mikolaczyk M., Drabowicz J. Top. Stereochem. 13:1982;333.
9. Kagan H.B. Asymmetric Oxidation of Sulfides. Ojima I. Catalytic Asymmetric Synthesis. 1993;203-226 VCH, Weinheim.
10. Noyori R. Asymmetric Catalysis in Organic Synthesis. 1994;Wiley-Interscience, New York.
11. Furia D.F., Modena G., Seraglia R. Synthesis. 1984;325.
12. Pitchen P., Dunach E., Deshmukh M.N., Kagan H.B. J. Am. Chem. Soc. 106:1984;8188.
13. Palucki M., Hanson P., Jacobson E.N. Tetrahedron Lett. 33:1992;7111.
14. Noda K., Hosoya N., Yanai K., Irie R., Katsuki T. Tetrahedron Lett. 35:1994;1887.
15. Nakajima K., Kijima M., Fujita J. Chem. Lett. 1986;1483.
16. Bolm C., Bienewald F. Angew. Chem., Int. Ed. Engl. 34:1995;2883.
17. Adam W., Korb M.N., Roschmann K.J., Moller C.R.S. J. Org. Chem. 63:1998;3423.
18. Vetter A.H., Berkessel A. Tetrahedron Lett. 39:1998;1741.
19. Komatsu N., Hashizume M., Sugita T., Uemura S. J. Org. Chem. 58:1993;7624.
20. Nagata T., Imagawa K., Yamada T., Mukaiyama T. Bull. Chem. Soc. Jpn. 68:1995;3241.
21. Lattanzi A., Bonadies F., Senatore A., Soriente A., Scettri A. Tetrahedron: Asymmetry. 8:1997;2473.
22. Noda K., Hosoya N., Irie R., Yamashita Y., Katsuki T. Tetrahedron. 50:1994;9609.
23. Choudary B.M., Rani S.S., Rao Y.V.S. Stud. Surf. Sci. Catal. 75:1993;1247.
24. Mikolajczyk M., Drabowicz J. J. Am. Chem. Soc. 100:1978;2510.
25. Mislow K., Green M.M., Laur P., Melillo J.T., Simmons T., Temay A.L. Jr. J. Am. Chem. Soc. 87:1965;1958.
26. Mislow K., Jacobus J. J. Am. Chem. Soc. 89:1967;5228.
27. Komori T., Nonaka T. J. Am. Chem. Soc. 106:1984;2656.
28. Brunel J.M., Diter P., Duetsch M., Kagan H.B. J. Org. Chem. 60:1995;8086.
29. Nohana, A. Eur. Pat. Appl. 174, 726; Chem. Abstr. 105, 133883.