title: Alpha-fluorotropinone immobilized on silica: a new stereoselective heterogeneous catalyst for epoxidation of alkenes with oxone.
abstract: The dioxirane-mediated epoxidation of alkenes in the presence of supported alpha-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 alpha-fluorotropinone 4 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.
authors.affiliation: Clean Synthetic Methodologies Group, Dipartimento di Chimica Organica e Industriale dell'Università, Parco Area delle Scienze 17A, I-43100 Parma, Italy. sartori@unipr.it
authors.forename: Giovanni
authors.initials: G
authors.lastname: Sartori
authors.forename: Alan
authors.initials: A
authors.lastname: Armstrong
authors.forename: Raimondo
authors.initials: R
authors.lastname: Maggi
authors.forename: Alessandro
authors.initials: A
authors.lastname: Mazzacani
authors.forename: Raffaella
authors.initials: R
authors.lastname: Sartorio
authors.forename: Franca
authors.initials: F
authors.lastname: Bigi
authors.forename: Belen
authors.initials: B
authors.lastname: Dominguez-Fernandez