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

被引:72
|
作者
Cusso, Olaf [1 ,2 ]
Ribas, Xavi [1 ,2 ]
Lloret-Fillol, Julio [1 ,2 ]
Costas, Miquel [1 ,2 ]
机构
[1] Univ Girona, IQCC, Girona 17071, Catalonia, Spain
[2] Univ Girona, Dept Quim, Girona 17071, Catalonia, Spain
基金
欧洲研究理事会;
关键词
amino acids; asymmetric catalysis; bioinspired catalysis; epoxidation; non-heme iron complexes; HIGHLY ENANTIOSELECTIVE EPOXIDATION; ALKENE EPOXIDATION; AROMATIC ALKENES; LIGANDS; OLEFINS; COMPLEXES; OXIDATION; DIHYDROXYLATION; HYDROGENATION; MECHANISMS;
D O I
10.1002/anie.201410557
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:2729 / 2733
页数:5
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