Carbohydrate-Based Azacrown Ethers in Asymmetric Syntheses

Chemistry

István Orbán¹  Zsolt Rapi¹  Péter Bakó¹ 

[1] Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1111 Budapest, Hungary;

关键词: crown ether;    carbohydrates;    enantioselectivity;    asymmetric synthesis;   

DOI  :  10.3390/chemistry3020039

来源: DOAJ

【 摘 要 】

Carbohydrate-based crown ethers represent a special group of chiral phase transfer catalysts. Several derivatives of these macrocycles have been synthesized in our research group. Among these compounds, monoaza-15-crown-5 lariat ethers proved to be effective phase transfer and enantioselective catalysts in certain reactions. Those chiral azacrown ethers incorporating various carbohydrate moieties in the macrocyclic structure are reviewed, which generated asymmetric induction in reactions, such as Michael addition, epoxidation of enones, Darzens condensation and Michael-initiated ring-closure (MIRC) reaction. Effects on the catalytic activity of the structural changes are the focus.

【 授权许可】

Unknown