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学科主题: 药学
题名:
Oxidant-Controlled Heck-Type C-Glycosylation of Glycals with Arylboronic Acids: Stereoselective Synthesis of Aryl 2-Deoxy-C-glycosides
作者: Xiong, De-Cai; Zhang, Li-He; Ye, Xin-Shan1
刊名: ORGANIC LETTERS
发表日期: 2009-04-16
DOI: 10.1021/o1900273d
卷: 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
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
项目资助者: National Natural Science Foundation of China ; Ministry of Science and Technology of China
WOS记录号: WOS:000265084300010
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/67699
Appears in Collections:北京大学药学院_期刊论文

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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:
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.
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