Biomimetic epoxidation in aqueous media catalyzed by cyclic dipeptides

被引：13

作者：

Berube, Christopher

Voyer, Normand ^{[1
,2
]}

机构：

[1] Univ Laval, Fac Sci & Genie, Dept Chim, 1045 Ave Med, Quebec City, PQ G1V 0A6, Canada

[2] Univ Laval, Fac Sci & Genie, PROTEO, 1045 Ave Med, Quebec City, PQ G1V 0A6, Canada

来源：

SYNTHETIC COMMUNICATIONS | 2016年 / 46卷 / 05期

基金：

加拿大自然科学与工程研究理事会;

关键词：

Asymmetric epoxidation; bioinspired catalyst; cyclic dipeptides; diketopiperazines; triphasic system; SOLID-PHASE SYNTHESIS; PROTECTED PEPTIDE-FRAGMENTS; POLYMER-BOUND OXIME; ASYMMETRIC EPOXIDATION; SYNTHETIC ENZYMES; ENANTIOSELECTIVE EPOXIDATION; ENONE EPOXIDATION; TRIPHASE SYSTEM; POLYAMINO-ACIDS; AMINO-ACIDS;

D O I：

10.1080/00397911.2016.1141428

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have developed a practical epoxidation of electron-deficient enones in aqueous media using cyclic dipeptides as bioinspired green catalyst. Optimizing the reaction conditions in a triphasic system led to efficient conditions providing epoxides with good enantioselectivities. Depending on the catalyst substituent chirality, both enantiomers are obtained. The cyclic rigidity impacts significantly the enantioselectivity.

引用

收藏

页码：395 / 403

页数：9

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