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负载于聚乙二醇上的约根森-林催化剂作为用于烯胺催化不对称迈克尔反应的高效可重复使用有机催化剂。

Jørgensen-Hayashi catalysts supported on poly(ethylene glycol)s as highly efficient and reusable organocatalysts for the enamine-catalyzed asymmetric Michael reaction.

作者信息

Xia Ai-Bao, Zhang Can, Zhang Yan-Peng, Guo Yan-Jun, Zhang Xiao-Long, Li Zhao-Bo, Xu Dan-Qian

机构信息

Catalytic Hydrogenation Research Centre, State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, Zhejiang University of Technology, Hangzhou, 310014, China.

出版信息

Org Biomol Chem. 2015 Oct 7;13(37):9593-9. doi: 10.1039/c5ob01442e.

Abstract

A new kind of recyclable and reusable PEG-supported Jørgensen-Hayashi catalyst is synthesized for the first time and proven to be efficient for the enamine-catalyzed asymmetric Michael reaction with generally moderate to good diastereoselectivity and high to excellent enantioselectivity (up to 6 : 1 dr, 99% ee). The prepared PEG-supported catalyst can be recovered eight times and was found to provide similar diastereoselectivity and enantioselectivity to unsupported functional catalysts.

摘要

首次合成了一种新型的可回收和可重复使用的聚乙二醇(PEG)负载的约根森-林催化剂,并证明其在烯胺催化的不对称迈克尔反应中具有高效性,通常具有中等至良好的非对映选择性和高至优异的对映选择性(高达6:1的非对映体比例,99%的对映体过量)。所制备的PEG负载催化剂可以回收八次,并且发现其提供的非对映选择性和对映选择性与未负载的功能催化剂相似。

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