A new type of chiral ligands: Design and the evaluation of their performance in catalytic asymmetric reactions

IF 2.2 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2025-09-04 DOI:10.1016/j.tet.2025.134929

Chao Yao , Xueyan Chen , Chuang Qu , Yan Zhao , Yue-Ming Li

引用次数: 0

Abstract

A new type of proline-based chiral ligands were designed and prepared starting from 8-hydroxy-2-methylquinoline and derivatization of l-proline. Coupling of these two parts yielded the desired chiral ligands in good isolated yields. The performance of these chiral ligands was evaluated using enantioselective addition of diethylzinc to aromatic aldehydes as model reactions. Under the optimized conditions, enantioselective addition of diethylzinc to aromatic aldehydes proceeded readily, giving the desired chiral alcohols in high yields and up to 97 % ee's.

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一种新型手性配体：设计及其催化不对称反应性能评价

以8-羟基-2-甲基喹啉为起始原料，l-脯氨酸衍生，设计并制备了一种新型脯氨酸手性配体。这两部分的偶联产生了理想的手性配体，分离收率高。以二乙基锌对芳香醛的对映选择性加成反应为模型反应，评价了这些手性配体的性能。在优化条件下，二乙基锌对芳香醛进行了对映选择性加成，得到了高收率的手性醇，收率高达97%。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.