Stereocontrolled Synthesis of 2-Deoxy-C-glycopyranosyl Arenes Using Glycals and Aromatic Amines
文献类型:期刊论文
作者 | Tang, Shengbiao1,2; Zheng, Qiannan2; Xiong, De-Cai2,3; Jiang, Shende1; Li, Qin2; Ye, Xin-Shan2 |
刊名 | ORGANIC LETTERS
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出版日期 | 2018-05-18 |
卷号 | 20期号:10页码:3079-3082 |
ISSN号 | 1523-7060 |
DOI | 10.1021/acs.orglett.8b01117 |
文献子类 | Article |
英文摘要 | An efficient and stereoselective one-pot, two-step tandem alpha-arylation of glycals from readily available aryl amines via stable diazonium salts has been developed. Moreover, the stereoselective preparation of the challenging beta-C-glycosyl arenes by the anomerization of alpha-C-glycosides using HBF4 is also described. This protocol has a broad substrate scope and a wide functional-group tolerance. It can be used for the gram-scale preparation of 3-oxo-C-glycosides, which are versatile substrates for the preparation of many biologically important C-glycosides. |
WOS关键词 | ARYL-C-GLYCOSIDES ; CROSS-COUPLING REACTIONS ; STEREOSELECTIVE-SYNTHESIS ; ARYLBORONIC ACIDS ; VINYL GLYCOSIDES ; DIAZONIUM SALTS ; ALLYLIC ESTERS ; GLYCOSYLATION ; ALKYL ; REARRANGEMENT |
资助项目 | National Natural Science Foundation of China[21572012] ; National Natural Science Foundation of China[21772006] ; State Key Laboratory of Drug Research[SIMM1803KF-02] |
WOS研究方向 | Chemistry |
语种 | 英语 |
WOS记录号 | WOS:000432900200065 |
出版者 | AMER CHEMICAL SOC |
源URL | [http://119.78.100.183/handle/2S10ELR8/279754] ![]() |
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.Tianjin Univ, Sch Pharmaceut Sci & Technol, Tianjin 300072, Peoples R China; 2.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Xue Yuan Rd 38, Beijing 100191, Peoples R China; 3.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 200031, Peoples R China |
推荐引用方式 GB/T 7714 | Tang, Shengbiao,Zheng, Qiannan,Xiong, De-Cai,et al. Stereocontrolled Synthesis of 2-Deoxy-C-glycopyranosyl Arenes Using Glycals and Aromatic Amines[J]. ORGANIC LETTERS,2018,20(10):3079-3082. |
APA | Tang, Shengbiao,Zheng, Qiannan,Xiong, De-Cai,Jiang, Shende,Li, Qin,&Ye, Xin-Shan.(2018).Stereocontrolled Synthesis of 2-Deoxy-C-glycopyranosyl Arenes Using Glycals and Aromatic Amines.ORGANIC LETTERS,20(10),3079-3082. |
MLA | Tang, Shengbiao,et al."Stereocontrolled Synthesis of 2-Deoxy-C-glycopyranosyl Arenes Using Glycals and Aromatic Amines".ORGANIC LETTERS 20.10(2018):3079-3082. |
入库方式: OAI收割
来源:上海药物研究所
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