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Iron catalyzed highly enantioselective epoxidation of cyclic aliphatic enones with aqueous H2O2

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)

American Chemical Society (ACS)

Director: Ministerio de Economía y Competitividad (Espanya)
Ministerio de Ciencia e Innovación (Espanya)
Generalitat de Catalunya. Agència de Gestió d’Ajuts Universitaris i de Recerca
Autor: Cussó Forest, Olaf
Cianfanelli, Marco
Ribas Salamaña, Xavi
Klein Gebbink, Robertus J M
Costas Salgueiro, Miquel
Data: 5 juny 2018
Resum: 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)
Accés al document: http://hdl.handle.net/2072/320889
Llenguatge: eng
Editor: American Chemical Society (ACS)
Drets: Tots els drets reservats
Matèria: Epòxids
Epoxy compounds
Catalitzadors
Catalysts
Ferro -- Oxidació
Iron -- Oxidation
Catàlisi asimètrica
Enantioselective catalysis
Títol: Iron catalyzed highly enantioselective epoxidation of cyclic aliphatic enones with aqueous H2O2
Tipus: info:eu-repo/semantics/article
Repositori: Recercat

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