Title | A Dynamic Kinetic Resolution Approach to Axially Chiral Diaryl Ethers by Catalytic Atroposelective Transfer Hydrogenation |
Author | |
Corresponding Author | Zhong, Guofu; Zeng, Xiaofei |
Publication Years | 2023-02-06
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DOI | |
Source Title | |
ISSN | 1433-7851
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EISSN | 1521-3773
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Volume | 62 |
Abstract | Diaryl ethers are widespread in biologically active compounds, ligands and catalysts. It is known that the diaryl ether skeleton may exhibit atropisomerism when both aryl rings are unsymmetrically substituted with bulky groups. Despite recent advances, only very few catalytic asymmetric methods have been developed to construct such axially chiral compounds. We describe herein a dynamic kinetic resolution approach to axially chiral diaryl ethers via a Brønsted acid catalyzed atroposelective transfer hydrogenation (ATH) reaction of dicarbaldehydes with anilines. The desired diaryl ethers could be obtained in moderate to good chemical yields (up to 79 %) and high enantioselectivities (up to 95 % ee) under standard reaction conditions. Such structural motifs are interesting precursors for further transformations and may have potential applications in the synthesis of chiral ligands or catalysts. © 2022 Wiley-VCH GmbH. |
Indexed By | |
Language | English
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Important Publications | NI Journal Papers
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SUSTech Authorship | Others
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Funding Project | We gratefully acknowledge the Natural Science Foundation of China (No. 22171064), the Natural Science Foundation of Zhejiang Province (LY18B020015), the Hangzhou Science and Technology Development Project (20191203B15) and Hangzhou Normal University for financial support.
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WOS Accession No | WOS:000910085200001
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Publisher | |
EI Accession Number | 20230213373549
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EI Keywords | Aniline
; Bioactivity
; Catalysis
; Catalysts
; Chelation
; Enantioselectivity
; Hydrogenation
; Kinetics
; Ligands
; Stereochemistry
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ESI Classification Code | Medicine and Pharmacology:461.6
; Fluid Flow, General:631.1
; Chemistry:801
; Physical Chemistry:801.4
; Chemical Reactions:802.2
; Chemical Agents and Basic Industrial Chemicals:803
; Chemical Products Generally:804
; Organic Compounds:804.1
; Classical Physics; Quantum Theory; Relativity:931
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ESI Research Field | CHEMISTRY
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Data Source | EV Compendex
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Citation statistics |
Cited Times [WOS]:2
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Document Type | Journal Article |
Identifier | http://kc.sustech.edu.cn/handle/2SGJ60CL/519678 |
Department | Department of Chemistry |
Affiliation | 1.College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou, China 2.Department of Chemistry, Eastern Institute for Advanced Study, Ningbo, China 3.School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, China 4.Department of Chemistry, Southern University of Science and Technology, Shenzhen, China |
Recommended Citation GB/T 7714 |
Dai, Linlong,Liu, Yuheng,Xu, Qing,et al. A Dynamic Kinetic Resolution Approach to Axially Chiral Diaryl Ethers by Catalytic Atroposelective Transfer Hydrogenation[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2023,62.
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APA |
Dai, Linlong.,Liu, Yuheng.,Xu, Qing.,Wang, Meifang.,Zhu, Qiaohong.,...&Zeng, Xiaofei.(2023).A Dynamic Kinetic Resolution Approach to Axially Chiral Diaryl Ethers by Catalytic Atroposelective Transfer Hydrogenation.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,62.
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MLA |
Dai, Linlong,et al."A Dynamic Kinetic Resolution Approach to Axially Chiral Diaryl Ethers by Catalytic Atroposelective Transfer Hydrogenation".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 62(2023).
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