Asymmetric Catalysis with Bis(hydroxyphenyl)diamides/Rare-Earth Metal Complexes

被引:55
|
作者
Kumagai, Naoya [1 ]
Shibasaki, Masakatsu [1 ]
机构
[1] Inst Microbial Chem, Shinagawa Ku, 3-14-23 Kamiosaki, Tokyo 1410021, Japan
关键词
amides; asymmetric catalysis; atom economy; heterobimetallic; rare earths; AZA-HENRY REACTION; BETA-KETO-ESTERS; ALDOSE REDUCTASE INHIBITOR; NITRO-MANNICH REACTIONS; THIOUREA BIFUNCTIONAL ORGANOCATALYST; SUBSTITUTED-ALPHA-CYANOACETATES; CHIRAL LANTHANIDE COMPLEXES; DIELS-ALDER REACTIONS; CONIA-ENE REACTION; 1,3-DIPOLAR CYCLOADDITION REACTIONS;
D O I
10.1002/anie.201206582
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of asymmetric catalysts composed of conformationally flexible amide-based chiral ligands and rare-earth metals was developed for proton-transfer catalysis. These ligands derived from amino acids provide an intriguing chiral platform for the formation of asymmetric catalysts upon complexation with rare-earth metals. The scope of this arsenal of catalysts was further broadened by the development of heterobimetallic catalytic systems. The cooperative function of hydrogen bonding and metal coordination resulted in intriguing substrate specificity and stereocontrol, and the dynamic nature of the catalysts led to a switch of their function. Herein, we summarize our recent exploration of this class of catalysts. © 2013 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:223 / 234
页数:12
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