Assessment of MTO as a catalyst for the synthesis of acid sensitive epoxides. Use of the biphasic system H2O2/CH2Cl2 with and without bipyridine and influence of the substituents on the double bonds

Journal of Molecular Catalysis A: Chemical

Volumn 133, Issue 3, 1998, Pages 255-265

  Rudler, Henri ^a   Ribeiro Gregorio, José ^a   Denise, Bernard ^a   Brégeault, Jean Marie ^a   Deloffre, Alexis ^a  

^a SORBONNE UNIVERSITÉ   (France)

Author keywords

Diols; Epoxides; Methyltrioxorhenium (MTO)

Indexed keywords

EID: 0032479961     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1381-1169(97)00278-1     Document Type: Article

References (20)

1. R. Jira, R.A. Sheldon, in: B. Cornils, W.A. Herrmann (Eds.), Applied Homogeneous Catalysis with Organometallic Compounds, Vol.1, VCH, Weinheim, 1996, pp. 374 and 411.
2. W.A. Herrmann, D.W. Marz, J.G. Kuchler, G. Weichselbaumer, R.W. Fischer, Hoechst, DE 3.902.357, 1989.
3. Herrmann W.A., Fischer R.W., Marz D.W. Angew. Chem., Int. Ed. Engl. 30:1991;1638.
4. Herrmann W.A., Fischer R.W., Rauch M.U., Scherer W. J. Mol. Catal. 86:1994;243.
5. Adam W., Mitchell C.M. Angew. Chem., Int. Ed. Engl. 35:1996;533.
6. Boelow T.R., Spilling C.S. Tetrahedron Lett. 37:1996;2717.
7. Rudolph J., Laxma Reddy K., Chiang J.P., Sharpless K.B. J. Am. Chem. Soc. 119:1997;6189.
8. C. Copéret, H. Adolfsson, K.B. Sharpless, J. Chem. Soc. Chem. Commun., (1997) 1565.
9. J. Ribeiro Gregorio, Thesis, Université Pierre et Marie Curie, Paris, France, 1996.
10. Derdar F., Martin J., Martin C., Bregeault J.M., Mercier J. J. Organomet. Chem. 338:1988;C21.
11. Smith A.B., Levemberg P., Jerris P.J., Scarborough R.M., Wovkulich P.M. J. Am. Chem. Soc. 103:1981;1501.
12. Margaretha P. Tetrahedron Lett. 12:1971;4891.
13. J. Levisalles, H. Rudler, Bull. Soc. Chim. Fr. (1967) 2059.
14. M. Mousseron, C. Levallois, Bull. Soc. Chim. Fr. (1960) 788.
15. Felix D., Melera A., Seibl J., Kovats E. Helv. Chim. Acta. 46:1963;1513.
16. A. Corma, M. Iglesias, F. Sanchez, J. Chem. Soc., Chem. Commun. (1995) 1635.
17. A. Deloffre, S. Halut, J. Ribeiro Gregorio, H. Rudler, J.M. Brégeault, manuscript in preparation.
18. Murray R.W., Iyanar K., Chen J., Wearing J.T. Tetrahedron Lett. 37:1996;805.
19. Hayoz P., von Zelewsky A., Stoeckli-Evans H. J. Am. Chem. Soc. 115:1993;511. and references cited therein.
20. J. Jacques, H. Kagan, G. Ourisson, in: S. Allard (Ed.), Selected Constants, Optical Rotatory Power Ia. Steroids, Pergamon, Oxford, 1965.