Palladium-Catalyzed O- and N-Glycosylation with Glycosyl Chlorides  被引量:1

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作  者:Shuang An Quanquan Wang Wanjun Zhu Qikai Sun Gang He Gong Chen 

机构地区:[1]State Key Laboratory and Institute of Elemento-Organic Chemistry,College of Chemistry,Nankai University,Tianjin 300071

出  处:《CCS Chemistry》2021年第7期1821-1829,共9页中国化学会会刊(英文)

基  金:G.C.thanks NSFC-91753124,NSFC-21672105,NSFC-21421062,and NSFC-21725204 for financial support for this work.

摘  要:Despite the significant progress in carbohydrate chemistry,there remains a pressing need for efficient and practical glycosylationmethods using simple glycosyl donors and with high atom economy.Herein,a new protocol for glycosylation with glycosyl chloride donors under palladium-catalyzed conditions is developed.PdII complex serves as a Lewis acid to promote the activation of glycosyl chloride for the formation of oxocarbeniumion intermediate.This new method is operationally simple,robust,and enables efficient synthesis of both O-and N-glycosides with a broad substrate scope.In particular,it offers an easy access to a range of N-ribonucleoside analogs.

关 键 词:GLYCOSYLATION N-GLYCOSIDES palladium catalysis chloride donor glycosyl ester 

分 类 号:O62[理学—有机化学]

 

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