1. Synergistic Interplay of a Non-Heme Iron Catalyst and Amino Acid Coligands in H2O2Activation for Asymmetric Epoxidation of α-Alkyl-Substituted Styrenes
- Author
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Julio Lloret-Fillol, Xavi Ribas, Miquel Costas, Olaf Cussó, Ministerio de Economía y Competitividad (Espanya), Generalitat de Catalunya. Agència de Gestió d'Ajuts Universitaris i de Recerca, and Ministerio de Ciencia e Innovación (Espanya)
- Subjects
chemistry.chemical_classification ,Molecular Structure ,Stereochemistry ,Enantioselective synthesis ,Stereoisomerism ,Hydrogen Peroxide ,General Medicine ,General Chemistry ,Ligands ,Iron -- Oxidation ,Ferro -- Oxidació ,Nonheme Iron Proteins ,Catalysis ,Styrenes ,Amino acid ,Catàlisi asimètrica ,chemistry ,Amino acids ,Aminoàcids ,Enantioselective catalysis ,Non heme iron ,Amino Acids ,Alkyl - Abstract
Aquest mateix article està publicat a l'edició alemanya de la revista 'Angewandte Chemie' (ISSN 0044-8249, EISSN 1521-3757), vol. 127, núm. 9, p. 2767-2771. DOI http://dx.doi.org/10.1002/ange.201410557 Highly enantioselective epoxidation of -substituted styrenes with aqueous H2O2 is described by using a chiral iron complex as the catalyst and N-protected amino acids (AAs) as coligands. The amino acids synergistically cooperate with the iron center in promoting an efficient activation of H2O2 to catalyze epoxidation of this challenging class of substrates with good yields and stereoselectivities (up to 97%ee) in short reaction times We acknowledge group LIPPSO from UdG for providing amino acid samples and A. Riera (IRB) for access to a polarimeter. We acknowledge financial support from the European Research Council (ERC-2009-StG-239910), MINECO of Spain (CTQ2012-37420-C02-01/BQU, CSD2010-00065), and Generalitat de Catalunya (2009SGR637). J.L.-F. thanks MICINN for a RyC contract. X.R. and M.C. thank ICREA-Academia awards
- Published
- 2015
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