학술논문

α-Fluorotropinone Immobilized on Silica: A New Stereoselective Heterogeneous Catalyst for Epoxidation of Alkenes with Oxone.
Document Type
Article
Source
Journal of Organic Chemistry. 4/18/2003, Vol. 68 Issue 8, p3232. 6p. 3 Diagrams, 4 Charts, 2 Graphs.
Subject
*SILICA
*ALKENES
Language
ISSN
0022-3263
Abstract
The dioxirane-mediated epoxidation of alkenes in the presence of supported α-fluorotropinones 5 and 9 has been evaluated. The catalysts anchored onto silica supports 5 have shown comparable activity with respect to the homogeneous counterpart 10 and good stability on recycling. In the second part of this paper the enantiomerically enriched α-fluorotropinone 4[sup *] was anchored onto both mesoporous MCM-41 and amorphous KG-60 silicas. The chiral-supported catalysts promoted the stereoselective epoxidation of several trans-substituted and trisubstituted alkenes with ee values up to 80% and were perfectly reusable with the same performance for at least three catalytic cycles. [ABSTRACT FROM AUTHOR]