Title | Palladium catalyzed decarboxylative beta-C-glycosylation of glycals with oxazol-5-(4H)-ones as acceptors |
Author | |
Corresponding Author | Yao, Hui; Xiang, Shao-Hua |
Publication Years | 2022-10-01
|
DOI | |
Source Title | |
ISSN | 2052-4129
|
Abstract | Despite the increased importance of C-glycosides in biochemistry, the strategy for creating the C-glycosidic bond stereoselectively has received less attention than that for its O- and N-counterparts. We describe here a beta-C-glycosylation of oxazol-5(4H)-ones which are the direct precursors of amino acids. For a wide variety of glycal donors and glycosyl acceptors, this chemistry could be accomplished with excellent efficiency and exquisite chemoselectivity without exogenous bases in most cases. The excellent stereocontrol at the anomeric center originates from the steric hindrance imposed by the bulky phosphine ligand. |
URL | [Source Record] |
Indexed By | |
Language | English
|
SUSTech Authorship | First
; Corresponding
|
Funding Project | Shenzhen Special Funds[JCYJ20180305123508258]
|
WOS Research Area | Chemistry
|
WOS Subject | Chemistry, Organic
|
WOS Accession No | WOS:000866135000001
|
Publisher | |
EI Accession Number | 20224513055932
|
EI Keywords | Ligands
; Palladium
; Phosphorus compounds
|
ESI Classification Code | Biology:461.9
; Precious Metals:547.1
; Biochemistry:801.2
; Physical Chemistry:801.4
|
Data Source | Web of Science
|
Citation statistics |
Cited Times [WOS]:2
|
Document Type | Journal Article |
Identifier | http://kc.sustech.edu.cn/handle/2SGJ60CL/406550 |
Department | Shenzhen Grubbs Institute 理学院_化学系 |
Affiliation | 1.Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China 2.Southern Univ Sci & Technol, Dept Chem, Guangdong Prov Key Lab Catalysis, Shenzhen 518055, Peoples R China 3.China Three Gorges Univ, Coll Biol & Pharmaceut Sci, Hubei Key Lab Nat Prod Res & Dev, Yichang 443002, Peoples R China |
First Author Affilication | Shenzhen Grubbs Institute; Department of Chemistry |
Corresponding Author Affilication | Shenzhen Grubbs Institute; Department of Chemistry |
First Author's First Affilication | Shenzhen Grubbs Institute |
Recommended Citation GB/T 7714 |
Ding, Wei-Yi,Liu, Huan-Huan,Cheng, Jun Kee,et al. Palladium catalyzed decarboxylative beta-C-glycosylation of glycals with oxazol-5-(4H)-ones as acceptors[J]. Organic Chemistry Frontiers,2022.
|
APA |
Ding, Wei-Yi,Liu, Huan-Huan,Cheng, Jun Kee,Yao, Hui,Xiang, Shao-Hua,&Tan, Bin.(2022).Palladium catalyzed decarboxylative beta-C-glycosylation of glycals with oxazol-5-(4H)-ones as acceptors.Organic Chemistry Frontiers.
|
MLA |
Ding, Wei-Yi,et al."Palladium catalyzed decarboxylative beta-C-glycosylation of glycals with oxazol-5-(4H)-ones as acceptors".Organic Chemistry Frontiers (2022).
|
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