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题名

Enantioselective construction of triaryl-substituted all-carbon quaternary stereocenters via organocatalytic arylation of oxindoles with azonaphthalenes

作者
通讯作者Zhang, Junmin; Tan, Bin
发表日期
2023-02-01
DOI
发表期刊
ISSN
2041-6520
EISSN
2041-6539
卷号14期号:9页码:2330-2335
摘要
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.
相关链接[来源记录]
收录类别
SCI ; EI ; IC
语种
英语
重要成果
NI论文
学校署名
通讯
资助项目
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"]
WOS研究方向
Chemistry
WOS类目
Chemistry, Multidisciplinary
WOS记录号
WOS:000931173400001
出版者
EI入藏号
20230913636814
EI主题词
Aromatic compounds ; Enantioselectivity ; Reaction intermediates ; Stereochemistry
EI分类号
Chemistry:801 ; Physical Chemistry:801.4 ; Chemical Products Generally:804 ; Organic Compounds:804.1
来源库
Web of Science
引用统计
被引频次[WOS]:4
成果类型期刊论文
条目标识符http://sustech.caswiz.com/handle/2SGJ60CL/490001
专题理学院_化学系
深圳格拉布斯研究院
作者单位
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
第一作者单位化学系;  深圳格拉布斯研究院
通讯作者单位化学系;  深圳格拉布斯研究院
推荐引用方式
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,2023,14(9):2330-2335.
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,14(9),2330-2335.
MLA
Chen, Pengquan,et al."Enantioselective construction of triaryl-substituted all-carbon quaternary stereocenters via organocatalytic arylation of oxindoles with azonaphthalenes".Chemical Science 14.9(2023):2330-2335.
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