Title | Phosphoric Acid-Catalyzed Enantioselective Synthesis of Axially Chiral Anthrone-based Compounds |
Author | |
Corresponding Author | Tan,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
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WOS Subject | Chemistry, Multidisciplinary
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WOS Accession No | WOS:000914186900001
|
Publisher | |
ESI Research Field | CHEMISTRY
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Scopus EID | 2-s2.0-85143266830
|
Data Source | Scopus
|
Citation statistics |
Cited Times [WOS]:1
|
Document Type | Journal Article |
Identifier | http://kc.sustech.edu.cn/handle/2SGJ60CL/416549 |
Department | Department 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 Affilication | Department of Chemistry; Shenzhen Grubbs Institute |
Corresponding Author Affilication | Department of Chemistry; Shenzhen Grubbs Institute |
First Author's First Affilication | Department 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.
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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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