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Synergistic Interplay of a Non-Heme Iron Catalyst and Amino Acid Coligands in H2O2 Activation for Asymmetric Epoxidation of alpha-Ayl-Substituted Styrenes

http://dugi.udg.edu/item/http:@@@@hdl.handle.net@@2072@@296130

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

Wiley-VCH Verlag