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 | Zendy

Cussó Olaf | Zendy; Ribas Xavi | Zendy; LloretFillol Julio | Zendy; Costas Miquel | Zendy

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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 international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201410557

Subject(s) - catalysis , enantioselective synthesis , chemistry , amino acid , aqueous solution , heme , alkyl , stereochemistry , aqueous medium , medicinal chemistry , combinatorial chemistry , organic 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.

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