Polymer Anchored Cinchona Alkaloids: Synthesis and their Applications in Organo-Catalysis

IF 8.6 2区化学 Q1 Chemistry

Topics in Current Chemistry Pub Date : 2025-04-09 DOI:10.1007/s41061-025-00499-8

Patra Haripriya, Rajat Rai, Kari Vijayakrishna

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Abstract

Cinchona alkaloids are naturally occurring chiral molecules that have emerged as catalysts in asymmetric organocatalysis especially in enantioselective transformations because of their inherent chirality and unique structural features. Immobilizing these alkaloids on polymeric supports has significantly influenced their use in catalysis. Polymer-anchored cinchona alkaloids combine the catalytic efficacy of cinchona derivatives with additional benefits of polymer chain, such as ease of recovery, recyclability, reusability, and reduced environmental impact. These polymer-supported cinchona alkaloids have found wide applications in enantioselective reactions such as Michael addition, aldol condensations, Henry reaction, dimerization reaction, dihydroxylation, and benzylation. Various strategies have been employed for anchoring cinchona alkaloids onto polymers, including covalent attachment of alkaloids in the polymer side chain or main chain, and ionic attachment of alkaloids via quaternization in the main chain or side chain of polymer. This review focuses on the various synthetic methodologies for the preparation of polymer-anchored cinchona alkaloids and their application in numerous asymmetric transformations.

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聚合物锚定金鸡纳生物碱的合成及其在有机催化中的应用

金鸡纳生物碱是天然存在的手性分子，由于其固有的手性和独特的结构特征，已成为不对称有机催化特别是对映选择性转化的催化剂。这些生物碱在聚合物载体上的固定化显著影响了它们在催化中的应用。聚合物锚定金鸡纳生物碱结合了金鸡纳衍生物的催化作用和聚合物链的其他优点，如易于回收、可循环利用、可重复使用和减少对环境的影响。这些聚合物负载的金鸡纳生物碱在Michael加成、醛醇缩合、Henry反应、二聚化反应、二羟基化和苄基化等对映选择性反应中有广泛的应用。将金鸡纳生物碱锚定在聚合物上的方法有多种，包括在聚合物侧链或主链上的共价附着，以及在聚合物主链或侧链上通过季铵化作用使生物碱离子附着。本文综述了聚合物锚定金鸡纳生物碱的各种合成方法及其在不对称转化中的应用。图形抽象

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来源期刊

Topics in Current Chemistry 化学-化学综合

CiteScore

11.70

自引率

1.20%

发文量

审稿时长

6-12 weeks

期刊介绍： Topics in Current Chemistry provides in-depth analyses and forward-thinking perspectives on the latest advancements in chemical research. This renowned journal encompasses various domains within chemical science and their intersections with biology, medicine, physics, and materials science. Each collection within the journal aims to offer a comprehensive understanding, accessible to both academic and industrial readers, of emerging research in an area that captivates a broader scientific community. In essence, Topics in Current Chemistry illuminates cutting-edge chemical research, fosters interdisciplinary collaboration, and facilitates knowledge-sharing among diverse scientific audiences.