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Synergistic Interplay of a Non‐Heme Iron Catalyst and Amino Acid Coligands in H 2 O 2 Activation for Asymmetric Epoxidation of α‐Alkyl‐Substituted Styrenes
Author(s) -
Cussó Olaf,
Ribas Xavi,
LloretFillol Julio,
Costas Miquel
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201410557
Subject(s) - catalysis , chemistry , enantioselective synthesis , amino acid , heme , alkyl , aqueous solution , aqueous medium , stereochemistry , combinatorial chemistry , organic chemistry , medicinal chemistry , enzyme , biochemistry
Highly enantioselective epoxidation of α‐substituted styrenes with aqueous H 2 O 2 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 H 2 O 2 to catalyze epoxidation of this challenging class of substrates with good yields and stereoselectivities (up to 97 % ee ) in short reaction times.