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Iron catalyzed highly enantioselective epoxidation of cyclic aliphatic enones with aqueous H2O2
Cussó, Olaf; Cianfanelli, Marco; Ribas Salamaña, Xavi; Klein Gebbink, Robertus J M; Costas Salgueiro, Miquel
An iron complex with a C1-symmetric tetradentate N-based ligand catalyzes the asymmetric epoxidation of cyclic enones and cyclohexene ketones with aqueous hydrogen peroxide, providing the corresponding epoxides in good to excellent yields and enantioselectivities (up to 99% yield, and 95% ee), under mild conditions and in short reaction times. Evidence is provided that reactions involve an electrophilic oxidant, and this element is employed in performing site selective epoxidation of enones containing two alkene sites
We acknowledge financial support from European Research Council (ERC‐2009‐StG‐239910), MINECO of Spain (CTQ2012‐37420‐C02‐01/BQU, Consolider‐Ingenio CSD2010‐00065) and the Catalan DIUE of the Generalitat de Catalunya (2009SGR637)
Epoxy compounds
Ferro -- Oxidació
Iron -- Oxidation
Catàlisi asimètrica
Enantioselective catalysis
Tots els drets reservats
American Chemical Society (ACS)

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