中文版 | English
Title

Phosphoric Acid-Catalyzed Enantioselective Synthesis of Axially Chiral Anthrone-based Compounds

Author
Corresponding AuthorTan,Bin
Publication Years
2022
DOI
Source Title
ISSN
1433-7851
EISSN
1521-3773
Abstract
Anthrones and analogues are structural cores shared by diverse pharmacologically active natural and synthetic compounds. The sp-rich nature imposes inherent obstruction to introduce stereogenic element onto the tricyclic aromatic backbone. In our pursuit to expand the chemical space of axial chirality, a novel type of axially chiral anthrone-derived skeleton was discovered. This work establishes oxime ether as suitable functionality to furnish axial chirality on symmetric anthrone skeletons through stereoselective condensation of the carbonyl entity with long-range chirality control. The enantioenriched anthrones could be elaborated into dibenzo-fused seven-membered N-heterocycles containing well-defined stereogenic center via Beckmann rearrangement with axial-to-point chirality conversion.
Keywords
URL[Source Record]
Indexed By
Language
English
Important Publications
NI Journal Papers
SUSTech Authorship
First ; Corresponding
Funding Project
National Natural Science Foundation of China["21825105","22231004","22271135"] ; China Postdoctoral Science Foundation[2021M701568] ; National Key R&D Program of China[2021YFF0701604] ; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002] ; Guangdong Innovative Program[2019BT02Y335] ; Shenzhen Science and Technology Program["KQTD20210811090112004","JCYJ20210324120205016","JCYJ20210324105005015"]
WOS Research Area
Chemistry
WOS Subject
Chemistry, Multidisciplinary
WOS Accession No
WOS:000914186900001
Publisher
ESI Research Field
CHEMISTRY
Scopus EID
2-s2.0-85143266830
Data Source
Scopus
Citation statistics
Cited Times [WOS]:1
Document TypeJournal Article
Identifierhttp://kc.sustech.edu.cn/handle/2SGJ60CL/416549
DepartmentDepartment of Chemistry
前沿与交叉科学研究院
深圳格拉布斯研究院
Affiliation
1.Shenzhen Grubbs Institute and Department of Chemistry,Guangdong Provincial Key Laboratory of Catalysis,Southern University of Science and Technology,Shenzhen,518055,China
2.Academy for Advanced Interdisciplinary Studies,Southern University of Science and Technology,Shenzhen,518055,China
First Author AffilicationDepartment of Chemistry;  Shenzhen Grubbs Institute
Corresponding Author AffilicationDepartment of Chemistry;  Shenzhen Grubbs Institute
First Author's First AffilicationDepartment of Chemistry;  Shenzhen Grubbs Institute
Recommended Citation
GB/T 7714
He,Shi Jiang,Zhu,Shuai,Qiu,Sheng Qi,et al. Phosphoric Acid-Catalyzed Enantioselective Synthesis of Axially Chiral Anthrone-based Compounds[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2022.
APA
He,Shi Jiang.,Zhu,Shuai.,Qiu,Sheng Qi.,Ding,Wei Yi.,Cheng,Jun Kee.,...&Tan,Bin.(2022).Phosphoric Acid-Catalyzed Enantioselective Synthesis of Axially Chiral Anthrone-based Compounds.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION.
MLA
He,Shi Jiang,et al."Phosphoric Acid-Catalyzed Enantioselective Synthesis of Axially Chiral Anthrone-based Compounds".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022).
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