O-Glycosylation Enabled by N-(Glycosyloxy)acetamides

doi:10.1021/acs.joc.8b01003

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	O-Glycosylation Enabled by N-(Glycosyloxy)acetamides
	Liu, Miao 1,2; Li, Bo-Han 1; Xiong, De-Cai 1,3; Ye, Xin-Shan 1,2
刊名	JOURNAL OF ORGANIC CHEMISTRY
	2018-08-03
卷号	83 期号:15 页码:8292-8303
ISSN号	0022-3263
DOI	10.1021/acs.joc.8b01003
文献子类	Article
英文摘要	A novel glycosylation protocol has been established by using N-(glycosyloxy)acetamides as glycosyl donors. The N-oxyacetamide leaving group in donors could be rapidly activated in the presence of Cu(OTf)(2) or SnCl4 under microwave irradiation. This glycosylation process afforded the coupled products in high yields, and the reaction enjoyed a broad substrate scope, even for disarmed donors and hindered acceptors. The easy availability of the donors, the high stability of N-(glycosyloxy)acetamides, and the small leaving group make this method very practical.
资助项目	National Natural Science Foundation of China[21772006] ; National Natural Science Foundation of China[21572012] ; State Key Laboratory of Drug Research[SIMM1803KF-02]
WOS关键词	NORMAL-PENTENYL GLYCOSIDES ; ACID-BASE CATALYSIS ; OLIGOSACCHARIDE SYNTHESIS ; CHEMICAL GLYCOSYLATION ; LEAVING GROUP ; DIPHENYL PHOSPHATES ; FACILE SYNTHESIS ; BUILDING-BLOCKS ; ANOMERIC CENTER ; DONORS
WOS研究方向	Chemistry
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000441112900067
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/279627]
专题	新药研究国家重点实验室中科院受体结构与功能重点实验室
通讯作者	Xiong, De-Cai; Ye, Xin-Shan
作者单位	1.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China; 2.Jiangxi Normal Univ, Natl Res Ctr Carbohydrate Synth, Nanchang 330022, Jiangxi, Peoples R China; 3.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
推荐引用方式 GB/T 7714	Liu, Miao,Li, Bo-Han,Xiong, De-Cai,et al. O-Glycosylation Enabled by N-(Glycosyloxy)acetamides[J]. JOURNAL OF ORGANIC CHEMISTRY,2018,83(15):8292-8303.
APA	Liu, Miao,Li, Bo-Han,Xiong, De-Cai,&Ye, Xin-Shan.(2018).O-Glycosylation Enabled by N-(Glycosyloxy)acetamides.JOURNAL OF ORGANIC CHEMISTRY,83(15),8292-8303.
MLA	Liu, Miao,et al."O-Glycosylation Enabled by N-(Glycosyloxy)acetamides".JOURNAL OF ORGANIC CHEMISTRY 83.15(2018):8292-8303.