中文版 | English
Title

beta-C-Glycosylation with 2-Oxindole Acceptors via Palladium- Reactions

Author
Corresponding AuthorLu, Zhiqiang; Xiang, Shao-Hua
Publication Years
2022-09-01
DOI
Source Title
ISSN
1523-7060
EISSN
1523-7052
Abstract
This report describes a highly efficient beta-selective C-glycosylation of bicyclic galactals with 2-oxindoles through a palladium-catalyzed decarboxylative pathway. A variety of sub-strates representing both glycosyl donors and acceptors could be transformed in greater than 90% yields under mild reaction conditions. The decarboxylation intermediate of galactal could serve as an efficient base to deprotonate the enol tautomer of 2-oxindole and enhance its nucleophilicity. The beta-selective nucleophilic addition at the anomeric center originates from the steric hindrance imposed by the palladium and bulky ligand.
URL[Source Record]
Indexed By
Language
English
Important Publications
NI Journal Papers
SUSTech Authorship
First ; Corresponding
Funding Project
Shenzhen Special Funds[JCYJ20180305123508258]
WOS Research Area
Chemistry
WOS Subject
Chemistry, Organic
WOS Accession No
WOS:000861273400001
Publisher
ESI Research Field
CHEMISTRY
Data Source
Web of Science
Citation statistics
Cited Times [WOS]:1
Document TypeJournal Article
Identifierhttp://kc.sustech.edu.cn/handle/2SGJ60CL/406067
DepartmentDepartment of Chemistry
Affiliation
1.Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China
2.Luoyang Normal Univ, Coll Chem & Chem Engn, Henan Key Lab Funct Oriented Porous Mat, Luoyang 471934, Peoples R China
First Author AffilicationDepartment of Chemistry
Corresponding Author AffilicationDepartment of Chemistry
First Author's First AffilicationDepartment of Chemistry
Recommended Citation
GB/T 7714
Ding, Wei-Yi,Zhao, Hao-Wen,Cheng, Jun Kee,et al. beta-C-Glycosylation with 2-Oxindole Acceptors via Palladium- Reactions[J]. ORGANIC LETTERS,2022.
APA
Ding, Wei-Yi,Zhao, Hao-Wen,Cheng, Jun Kee,Lu, Zhiqiang,Xiang, Shao-Hua,&Tan, Bin.(2022).beta-C-Glycosylation with 2-Oxindole Acceptors via Palladium- Reactions.ORGANIC LETTERS.
MLA
Ding, Wei-Yi,et al."beta-C-Glycosylation with 2-Oxindole Acceptors via Palladium- Reactions".ORGANIC LETTERS (2022).
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