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不对称氢解 1,4-二酮:对映纯 1,4-二芳基丁烷-1,4-二醇的简便合成。

Asymmetric hydrogenation of 1,4-diketones: facile synthesis of enantiopure 1,4-diarylbutane-1,4-diols.

机构信息

School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin 150001, China.

Guangdong Provincial Key Laboratory of Catalysis, Department of Chemistry, Southern University of Science and Technology, 1088 Xueyuan Road, Shenzhen, 518055, China.

出版信息

Chem Commun (Camb). 2021 Dec 23;58(2):262-265. doi: 10.1039/d1cc05359k.

Abstract

Owing to the biological significance and great synthetic value of 1,4-diarylbutane-1,4-diols and their derivatives, increasingly considerable attention has been paid to developing effective synthetic methods for chiral 1,4-diarylbutane-1,4-diols. We herein report an efficient asymmetric hydrogenation of 1,4-diaryldiketones catalyzed by a chiral iridium complex bearing -amphox as ligand, furnishing a series of 1,4-diarylbutane-1,4-diols in excellent yields (up to >99%) with exceptional enantioselectivities (up to >99.9% ee) and diastereoselectivities (up to >100 : 1 dr).

摘要

由于 1,4-二芳基丁烷-1,4-二醇及其衍生物具有重要的生物学意义和巨大的合成价值,因此人们越来越关注开发手性 1,4-二芳基丁烷-1,4-二醇的有效合成方法。本文报道了一种手性铱配合物催化的 1,4-二芳基二酮的不对称氢化反应,以 -amphox 为配体,该反应提供了一系列具有优异收率(高达>99%)、对映选择性(高达>99.9%ee)和非对映选择性(高达>100:1 dr)的 1,4-二芳基丁烷-1,4-二醇。

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