Asymmetric Epoxidation of α,β-Unsaturated Aldehydes in Aqueous Media Catalyzed by Resin-Supported Peptide-Containing Unnatural Amino Acids

被引：36
作者：
Akagawa, Kengo [1 ]
Kudo, Kazuaki [1 ]
机构：
[1] Univ Tokyo, Inst Ind Sci, Meguro Ku, Tokyo 1538505, Japan
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2011年 / 353卷 / 06期
关键词：
aqueous-phase catalysis; asymmetric catalysis; epoxidation; immobilization; peptides; proline; HIGHLY ENANTIOSELECTIVE EPOXIDATION; PHASE-TRANSFER CATALYSTS; KINETIC RESOLUTION; ORGANOCATALYTIC EPOXIDATION; TRANSFER HYDROGENATION; POLYLEUCINE TETHER; ENAMINE CATALYSIS; ORGANIC-SYNTHESIS; ALPHA; BETA-ENONES; KETONES;
D O I：
10.1002/adsc.201000805
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
The enantio-and diastereoselective epoxidation of alpha,beta-unsaturated aldehydes in aqueous media was realized using a resin-supported peptide catalyst. Introducing the hydrophobic and bulky unnatural amino acid 3-(1-pyrenyl)alanine into the peptide sequence was effective for enhancing the reaction rate and enantioselectivity.
引用
收藏
页码：843 / 847
页数：5
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