Palladium(ii)-catalyzed stereoselective synthesis of: C-glycosides from glycals with diaryliodonium salts

被引:0
|
作者
Pal, Kumar Bhaskar [1 ]
Lee, Jiande [1 ,2 ]
Das, Mrinmoy [1 ]
Liu, Xue-Wei [1 ]
机构
[1] Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore,637371, Singapore
[2] Nanyang Environment and Water Research Institute, Nanyang Technological University 1 Cleantech Loop, Singapore,637141, Singapore
来源
Organic and Biomolecular Chemistry | 2020年 / 18卷 / 12期
基金
新加坡国家研究基金会;
关键词
Sugars - Palladium compounds - Salts - Glycosylation;
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摘要
An efficient palladium(ii) mediated C-glycosylation of glycals with diaryliodonium salts is described, providing a new strategy for the synthesis of 2,3-dideoxy C-Aryl glycosides with excellent stereoselectivity. The C-glycosylation of a diverse range of glycals, including d-glucal, d-galactal, d-Allal, l-rhamnal, l-fucal, l-Arabinal, d-maltal, and d-lactal, occurred effectively and the corresponding C-glycosides were obtained in moderate to good yields. This protocol is commended as a significant addition to the field of carbohydrate chemistry due to the rich functional group compatibility, broad range of substrate scope and exceptional α-stereoselectivity. This journal is © The Royal Society of Chemistry.
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页码:2242 / 2251
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