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手性双膦酸及其在不对称催化中的应用

Chiral Bisphosphoric Acids and Their Applications in Asymmetric Catalysis.

作者信息

Han Zhi-Yong, Gong Liu-Zhu

机构信息

Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China.

出版信息

Chem Rec. 2023 Apr;23(4):e202300049. doi: 10.1002/tcr.202300049. Epub 2023 Mar 28.

Abstract

Asymmetric Brønsted acid catalysis has been recognized as a powerful concept for asymmetric synthesis. In the process of pursuing more robust and highly effective chiral Brønsted acid catalysts, chiral bisphosphoric acids have received much attention in the last two decades. Their unique catalytic properties are mainly attributed to the inherent intramolecular hydrogen bonding interactions that could increase the overall acidity and tune the conformation property. Integrating hydrogen bonding into the catalyst design, quite a few structurally unique and effective bisphosphoric acids have been synthesized, which frequently exhibited superior selectivity in a broad range of asymmetric transformations. This review summarizes the status quo of chiral bisphosphoric acid catalysts and their applications in catalyzing asymmetric transformations.

摘要

不对称布朗斯特酸催化已被公认为不对称合成的一个强大概念。在追求更稳健、高效的手性布朗斯特酸催化剂的过程中,手性双膦酸在过去二十年中受到了广泛关注。它们独特的催化性能主要归因于固有的分子内氢键相互作用,这种相互作用可以提高整体酸度并调节构象性质。将氢键整合到催化剂设计中,已经合成了不少结构独特且有效的双膦酸,它们在广泛的不对称转化中常常表现出优异的选择性。本文综述了手性双膦酸催化剂的现状及其在催化不对称转化中的应用。

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