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用于不对称羟醛反应的有机催化手性聚合物纳米颗粒

Organocatalytic chiral polymeric nanoparticles for asymmetric aldol reaction.

作者信息

Abuaf Meir, Das Subhomoy, Mastai Yitzhak

机构信息

Department of Chemistry, Bar-Ilan University Ramat-Gan 5290002 Israel

出版信息

RSC Adv. 2023 Jan 6;13(3):1580-1586. doi: 10.1039/d2ra07244k.

Abstract

Chiral polymeric particles (CPPs) were studied extensively in recent years due to their importance in pharmaceutical applications. Here, nanosized CPPs were synthesized and applied as catalysts for direct asymmetric aldol reaction. The CPPs were prepared by miniemulsion or inverse miniemulsion based on various chiral amino acid derivatives and characterized by dynamic light scattering and scanning electron microscopy. The nanoparticles with spherical structure between 250 and 400 nm and high chiral surface area were used as catalysts in the aldol reaction at room temperature without additional solvent. l-tryptophan gave the highest enantiomeric excess, >86% with similar catalytic performance four times.

摘要

近年来,手性聚合物颗粒(CPPs)因其在药物应用中的重要性而受到广泛研究。在此,合成了纳米级CPPs并将其用作直接不对称羟醛反应的催化剂。CPPs通过基于各种手性氨基酸衍生物的细乳液或反相细乳液制备,并通过动态光散射和扫描电子显微镜进行表征。具有250至400nm球形结构和高手性表面积的纳米颗粒在室温下无需额外溶剂即可用作羟醛反应的催化剂。L-色氨酸给出了最高的对映体过量,>86%,催化性能相似,是其四倍。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0e55/9817469/f4a532bb44ed/d2ra07244k-f1.jpg

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