Phase-transfer-catalyzed enantioselective α-alkylation of aryl acetates

IF 16.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Accounts of Chemical Research Pub Date : 2024-10-28 DOI:10.1016/j.tetlet.2024.155347

Yinuo Xiao, Zhenpeng Li, Changming Xu

引用次数: 0

Abstract

A chiral spirocyclic quaternary ammonium salt catalyzed asymmetric alkylation, especially methylation, of α-aryl esters possessing inherently poor reactivity under strong basic conditions has been developed, giving the target products with up to 94 % ee. This mild process was also applied to synthesize optically pure naproxen.

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相转移催化的芳基乙酸酯的对映选择性 α-烷基化反应

我们开发了一种手性螺环季铵盐催化的不对称烷基化（尤其是甲基化）α-芳基酯的方法，这种酯在强碱性条件下固有的反应性很差，但却能得到高达 94 % ee 的目标产物。这种温和的工艺还被用于合成光学纯萘普生。

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

Accounts of Chemical Research 化学-化学综合

CiteScore

31.40

自引率

1.10%

发文量

312

审稿时长

2 months

期刊介绍： Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.