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通过借氢催化实现仲醇的对映汇聚式转化。

Enantioconvergent transformations of secondary alcohols through borrowing hydrogen catalysis.

作者信息

Gao Yaru, Hong Guorong, Yang Bin-Miao, Zhao Yu

机构信息

Joint School of National University of Singapore and Tianjin University, International Campus of Tianjin University, Binhai New City, Fuzhou 350207, China.

Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Republic of Singapore.

出版信息

Chem Soc Rev. 2023 Aug 14;52(16):5541-5562. doi: 10.1039/d3cs00424d.

DOI:10.1039/d3cs00424d
PMID:37519093
Abstract

Direct substitution of readily available alcohols is recognized as a key research area in green chemical synthesis. Starting from simple racemic secondary alcohols, the achievement of catalytic enantioconvergent transformations of the substrates will be highly desirable for efficient access to valuable enantiopure compounds. To accomplish such attractive yet challenging transformations, the strategy of the enantioconvergent borrowing hydrogen methodology has proven to be uniquely effective and versatile. This review aims to provide an overview of the impressive progress made on this topic of research that has only thrived in the past decade. In particular, the conversion of racemic secondary alcohols to enantioenriched chiral amines, N-heterocycles, higher-order alcohols and ketones will be discussed in detail.

摘要

直接用易得的醇进行取代反应被认为是绿色化学合成中的一个关键研究领域。从简单的外消旋仲醇出发,实现底物的催化对映汇聚转化对于高效获得有价值的对映纯化合物将非常有意义。为了实现这种既有吸引力又具有挑战性的转化,对映汇聚借氢方法策略已被证明具有独特的有效性和通用性。本综述旨在概述在过去十年中蓬勃发展的这一研究主题所取得的令人瞩目的进展。特别是,将详细讨论外消旋仲醇转化为对映体富集的手性胺、氮杂环、高阶醇和酮的反应。

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