Title | Enantioselective construction of triaryl-substituted all-carbon quaternary stereocenters via organocatalytic arylation of oxindoles with azonaphthalenes |
Author | |
Corresponding Author | Zhang, Junmin; Tan, Bin |
Publication Years | 2023-02-01
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DOI | |
Source Title | |
ISSN | 2041-6520
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EISSN | 2041-6539
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Abstract | Azonaphthalenes have been verified as a class of effective arylation reagents in a variety of asymmetric transformations. Here a highly efficient approach to construct triaryl-substituted all-carbon quaternary stereocenters through chiral phosphoric acid-catalyzed enantioselective arylation of 3-aryl-2-oxindoles with azonaphthalenes is disclosed. This chemistry is scalable and displays excellent functional group tolerance, furnishing a series of 3,3-disubstituted 2-oxindole derivatives in good yields with excellent enantiocontrol. Preliminary mechanistic data suggest that the initially formed direct addition intermediate undergoes intramolecular annulation under acidic reaction conditions. |
URL | [Source Record] |
Indexed By | |
Language | English
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Important Publications | NI Journal Papers
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SUSTech Authorship | Corresponding
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Funding Project | National Natural Science Foundation of China["21825105","22231004","22271135"]
; 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"]
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WOS Research Area | Chemistry
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WOS Subject | Chemistry, Multidisciplinary
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WOS Accession No | WOS:000931173400001
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Publisher | |
Data Source | Web of Science
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Citation statistics |
Cited Times [WOS]:0
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Document Type | Journal Article |
Identifier | http://kc.sustech.edu.cn/handle/2SGJ60CL/490001 |
Department | Department of Chemistry 深圳格拉布斯研究院 |
Affiliation | 1.Shenzhen Univ, Coll Chem & Environm Engn, Coll Phys & Optoelect Engn, Int Joint Res Ctr Mol Sci, Shenzhen 518060, Peoples R China 2.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Dept Chem, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Peoples R China |
First Author Affilication | Department of Chemistry; Shenzhen Grubbs Institute |
Corresponding Author Affilication | Department of Chemistry; Shenzhen Grubbs Institute |
Recommended Citation GB/T 7714 |
Chen, Pengquan,Lv, Mei-Jun,Cheng, Jun Kee,et al. Enantioselective construction of triaryl-substituted all-carbon quaternary stereocenters via organocatalytic arylation of oxindoles with azonaphthalenes[J]. Chemical Science,2023.
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APA |
Chen, Pengquan.,Lv, Mei-Jun.,Cheng, Jun Kee.,Xiang, Shao-Hua.,Ren, Xiang-Zhong.,...&Tan, Bin.(2023).Enantioselective construction of triaryl-substituted all-carbon quaternary stereocenters via organocatalytic arylation of oxindoles with azonaphthalenes.Chemical Science.
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MLA |
Chen, Pengquan,et al."Enantioselective construction of triaryl-substituted all-carbon quaternary stereocenters via organocatalytic arylation of oxindoles with azonaphthalenes".Chemical Science (2023).
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