MANGANESE(III) ACETATE DIHYDRATE CATALYZED AEROBIC EPOXIDATION OF UNFUNCTIONALIZED OLEFINS IN FLUOROUS SOLVENTS

Citation
Ks. Ravikumar et al., MANGANESE(III) ACETATE DIHYDRATE CATALYZED AEROBIC EPOXIDATION OF UNFUNCTIONALIZED OLEFINS IN FLUOROUS SOLVENTS, Tetrahedron, 54(26), 1998, pp. 7457-7464
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
54
Issue
26
Year of publication
1998
Pages
7457 - 7464
Database
ISI
SICI code
0040-4020(1998)54:26<7457:MADCAE>2.0.ZU;2-0
Abstract
Manganese(III) acetate dihydrate is used as a catalyst for the epoxida tion of various olefins with molecular oxygen/pivalaldehyde as an oxid ant in perfluoro-2-butyltetrahydrofuran. Various types of olefins, inc luding substituted styrenes, stilbenes and cyclic and acyclic alkenes were epoxidized in excellent yields at 25 degrees C. The reaction is s tereodependent. Regioselectivity is observed on epoxidation of limonen e. Mono-and disubstituted olefins show interesting dichotomy in their reactivity in fluorous solvents such as perfluoro-2-butyltetrahydrofur an and 1,1,1,3,3,3-hexafluoro-2-propanol. (C) 1998 Elsevier Science Lt d. All rights reserved.