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非手性钌催化剂不对称转移氢化稠合双芳基和二芳基酮。

Asymmetric Transfer Hydrogenation of Densely Functionalized Diheteroaryl and Diaryl Ketones by a Ru-Catalyst of Minimal Stereogenicity.

机构信息

Shenzhen Grubbs Institute and Department of Chemistry, Southern University of Science and Technology, Shenzhen 518055, China.

College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, Hubei 430072, China.

出版信息

Org Lett. 2020 Nov 6;22(21):8458-8463. doi: 10.1021/acs.orglett.0c03064. Epub 2020 Oct 12.

Abstract

A highly enantioselective asymmetric transfer hydrogenation (ATH) of densely functionalized diheteroaryl and diaryl ketones was developed using Ru-catalysts of minimal stereogenicity. Various ketone substrates with structurally and electronically similar groups attached to the prochiral centers were reduced successfully in good to excellent enantioselectivities and yields. This protocol provides practical and efficient access to chiral diheteroarylmethanols and benzhydrols, which are key intermediates in pharmaceuticals and biologically active compounds.

摘要

本文开发了一种使用最小手性的钌催化剂,对稠合双芳基和二芳基酮进行高对映选择性不对称转移氢化(ATH)的方法。各种具有结构和电子相似基团连接到手性中心的酮底物都能以良好到优异的对映选择性和收率成功还原。该方案为手性二芳基甲醇和二苯甲醇等关键中间体提供了实用且高效的合成方法,这些化合物是药物和生物活性化合物中的重要中间体。

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