Strained olefin enables triflic anhydride mediated direct dehydrative glycosylation

doi:10.1039/c4ob01807a

	Strained olefin enables triflic anhydride mediated direct dehydrative glycosylation
	Chen, Guohua 1; Yin, Qiang 1,3; Yin, Jian 2; Gu, Xiangying 1,3; Liu, Xiao 1,3; You, Qidong 1; Chen, Yue-Lei3 ; Xiong, Bing3 ; Shen, Jingkang 3
刊名	ORGANIC & BIOMOLECULAR CHEMISTRY
	2014
卷号	12 期号:48 页码:9781-9785
ISSN号	1477-0520
DOI	10.1039/c4ob01807a
文献子类	Article
英文摘要	For the first time, we demonstrated that Tf2O mediated direct dehydrative glycosylation was possible simply with strained olefins, and other typical bases were inhibitors of this reaction. We optimized the glycosylation conditions and found that typical benzyl protected 1-OH pyranosyl donors and certain alcohol acceptors were suitable for our glycosylation system. Furthermore, we found that complete 1,2-trans selectivity and a wider acceptor scope could be achieved with 2-O-Bz 3,4,6-tri-O-Bn pyranosyl donors.
资助项目	National Natural Science Foundation of China[81102306] ; National Natural Science Foundation of China[21302068] ; National Science & Technology Major Project "Key New Drug Creation and Manufacturing Program", China[2012ZX09301001] ; National Science & Technology Major Project "Key New Drug Creation and Manufacturing Program", China[2014ZX09507-002]
WOS关键词	ANOMERIC HYDROXY SUGARS ; TRIFLUOROMETHANESULFONIC ANHYDRIDE ; SULFOXIDE ; DONORS ; ACTIVATION ; REAGENT ; 2-DEOXY-SUGARS ; INSTALLATION ; GLYCOSIDES ; STRATEGY
WOS研究方向	Chemistry
语种	英语
出版者	ROYAL SOC CHEMISTRY
WOS记录号	WOS:000345458700008
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/277257]
专题	药物化学研究室
通讯作者	Chen, Guohua
作者单位	1.China Pharmaceut Univ, Sch Pharm, Nanjing 210009, Peoples R China; 2.Jiangnan Univ, Key Lab Carbohydrate Chem & Biotechnol, Minist Educ, Sch Biotechnol, Wuxi 214122, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China;
推荐引用方式 GB/T 7714	Chen, Guohua,Yin, Qiang,Yin, Jian,et al. Strained olefin enables triflic anhydride mediated direct dehydrative glycosylation[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2014,12(48):9781-9785.
APA	Chen, Guohua.,Yin, Qiang.,Yin, Jian.,Gu, Xiangying.,Liu, Xiao.,...&Shen, Jingkang.(2014).Strained olefin enables triflic anhydride mediated direct dehydrative glycosylation.ORGANIC & BIOMOLECULAR CHEMISTRY,12(48),9781-9785.
MLA	Chen, Guohua,et al."Strained olefin enables triflic anhydride mediated direct dehydrative glycosylation".ORGANIC & BIOMOLECULAR CHEMISTRY 12.48(2014):9781-9785.