Item


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)

info:eu-repo/grantAgreement/MINECO//CTQ2012-37420-C02-01/ES/DISEÑO BIOINSPIRADO DE CATALIZADORES PARA LA OXIDACION DE ENLACES C-H, C=C Y AGUA/

American Chemical Society (ACS)

Manager: Ministerio de Economía y Competitividad (Espanya)
Ministerio de Ciencia e Innovación (Espanya)
Generalitat de Catalunya. Agència de Gestió d’Ajuts Universitaris i de Recerca
Author: Cussó Forest, Olaf
Cianfanelli, Marco
Ribas Salamaña, Xavi
Klein Gebbink, Robertus J M
Costas Salgueiro, Miquel
Date: 2016 January 22
Abstract: 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)
Format: application/pdf
Document access: http://hdl.handle.net/10256/12121
Language: eng
Publisher: American Chemical Society (ACS)
Collection: info:eu-repo/semantics/altIdentifier/doi/10.1021/jacs.5b12681
info:eu-repo/semantics/altIdentifier/issn/0002-7863
info:eu-repo/semantics/altIdentifier/eissn/1520-5126
MICINN/PN 2010-2016/CSD2010-00065
AGAUR/2009-2014/2009 SGR-637
info:eu-repo/grantAgreement/EC/FP7/239910/EU/Bio-inspired Design of Catalysts for Selective Oxidations of C-H and C=C Bonds/BIDECASEOX
Is part of: info:eu-repo/grantAgreement/MINECO//CTQ2012-37420-C02-01/ES/DISEÑO BIOINSPIRADO DE CATALIZADORES PARA LA OXIDACION DE ENLACES C-H, C=C Y AGUA/
Rights: Tots els drets reservats
Subject: Epòxids
Epoxy compounds
Catalitzadors
Catalysts
Ferro -- Oxidació
Iron -- Oxidation
Catàlisi asimètrica
Enantioselective catalysis
Title: Iron catalyzed highly enantioselective epoxidation of cyclic aliphatic enones with aqueous H2O2
Type: info:eu-repo/semantics/article
Repository: DUGiDocs

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