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

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.

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