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Oxidant-Controlled Heck-Type C-Glycosylation of Glycals with Arylboronic Acids: Stereoselective Synthesis of Aryl 2-Deoxy-C-glycosides
Xiong, De-Cai; Zhang, Li-He; Ye, Xin-Shan1
刊名ORGANIC LETTERS
2009-04-16
DOI10.1021/o1900273d
11期:8页:1709-1712
收录类别SCI ; IC ; CCR
文章类型Article
WOS标题词Science & Technology
类目[WOS]Chemistry, Organic
资助者National Natural Science Foundation of China ; Ministry of Science and Technology of China ; National Natural Science Foundation of China ; Ministry of Science and Technology of China
研究领域[WOS]Chemistry
关键词[WOS]PERACETYLATED GLYCALS ; COUPLING REACTIONS ; ENOL ETHERS ; GLYCOSIDATION ; DEPROTECTION ; ARYLATION ; HYDROGEN ; COMPLEX
英文摘要

Oxidative Heck-type C-glycosylations of glycals with various arylboronic acids using Pd(OAc)(2) as catalyst in the presence of oxidant were developed. The corresponding ketone, enol ether, and enone types of C-glycosides were predictably obtained with benzoquinone (BQ), Cu(OAc)(2)/O(2), and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as oxidants, respectively. This method provides a simple, mild, and stereoselective synthesis of aryl 2-deoxy-C-glycosides.

语种英语
所属项目编号973 ; 863
资助者National Natural Science Foundation of China ; Ministry of Science and Technology of China ; National Natural Science Foundation of China ; Ministry of Science and Technology of China
WOS记录号WOS:000265084300010
Citation statistics
Cited Times:56[WOS]   [WOS Record]     [Related Records in WOS]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/67699
Collection北京大学药学院
作者单位1.Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
2.Peking Univ, Sch Pharmaceut Sci, Beijing 100191, Peoples R China
Recommended Citation
GB/T 7714
Xiong, De-Cai,Zhang, Li-He,Ye, Xin-Shan. Oxidant-Controlled Heck-Type C-Glycosylation of Glycals with Arylboronic Acids: Stereoselective Synthesis of Aryl 2-Deoxy-C-glycosides[J]. ORGANIC LETTERS,2009,11(8):1709-1712.
APA Xiong, De-Cai,Zhang, Li-He,&Ye, Xin-Shan.(2009).Oxidant-Controlled Heck-Type C-Glycosylation of Glycals with Arylboronic Acids: Stereoselective Synthesis of Aryl 2-Deoxy-C-glycosides.ORGANIC LETTERS,11(8),1709-1712.
MLA Xiong, De-Cai,et al."Oxidant-Controlled Heck-Type C-Glycosylation of Glycals with Arylboronic Acids: Stereoselective Synthesis of Aryl 2-Deoxy-C-glycosides".ORGANIC LETTERS 11.8(2009):1709-1712.
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