InBr3-catalyzed cyclization of glycosides with arylamines
文献类型：期刊论文
| 作者 | Wang, Pingyuan1,2; Wang, Meining1; Zhang, Xuefeng1; Yang, Guangfu2; Zhang, Ao1
|
| 刊名 | TETRAHEDRON
 |
| 出版日期 | 2012-07-08 |
| 卷号 | 68期号:27-28页码:5386-5390 |
| 关键词 | Glycosidation Glycal Glycoside InBr3 Diastereoselectivity |
| ISSN号 | 0040-4020 |
| DOI | 10.1016/j.tet.2012.04.116 |
| 文献子类 | Article |
| 英文摘要 | Glycals have served as excellent substrates in the glycosidation reactions with arylamines to construct both C-C and C-N linkages simultaneously. However, the high reactivity and moisture/alcohol-sensitivity is also responsible for several side reactions. Herein we reported that 2,3-unsaturated glycosides can be used as alternatives of glycals to take part in the corresponding glycosidation as well. Therefore, with 10% of InBr3 or InI3 as the catalyst, 2,3-unsaturated glycosides containing various C-1 alkoxy groups reacted with arylamines smoothly and produced the glycosidation products in moderate to good yields as a pair of diastereomers with variant diastereoselectivity. (c) 2012 Elsevier Ltd. All rights reserved. |
| WOS关键词 | CHIRAL FURAN DIOL ; ARYL AMINES ; ALLYLIC-REARRANGEMENT ; CATALYZED CYCLIZATION ; FACILE SYNTHESIS ; GLYCALS ; ALPHA ; ACIDS ; TETRAHYDROQUINOLINES ; DERIVATIVES |
| 资助项目 | Chinese National Science Foundation[81072528] ; Distinguished Young Scholars of Chinese NSF[81125021] ; National Science & Technology Major Project on 'Key New Drug Creation and Manufacturing Program', China[2012ZX09103-101-035] ; Shanghai Commission of Science and Technology[10410702600] ; Shanghai Commission of Science and Technology[10JC1417100] ; Shanghai Commission of Science and Technology[10dz1910104] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000306350800008 |
| 出版者 | PERGAMON-ELSEVIER SCIENCE LTD |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/278017]  |
| 专题 | 药物化学研究室 |
| 通讯作者 | Yang, Guangfu |
| 作者单位 | 1.Chinese Acad Sci, SIMM, SOMCL, Shanghai 201203, Peoples R China 2.Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China; |
| 推荐引用方式 GB/T 7714 | Wang, Pingyuan,Wang, Meining,Zhang, Xuefeng,et al. InBr3-catalyzed cyclization of glycosides with arylamines[J]. TETRAHEDRON,2012,68(27-28):5386-5390. |
| APA | Wang, Pingyuan,Wang, Meining,Zhang, Xuefeng,Yang, Guangfu,&Zhang, Ao.(2012).InBr3-catalyzed cyclization of glycosides with arylamines.TETRAHEDRON,68(27-28),5386-5390. |
| MLA | Wang, Pingyuan,et al."InBr3-catalyzed cyclization of glycosides with arylamines".TETRAHEDRON 68.27-28(2012):5386-5390. |
入库方式： OAI收割
来源：上海药物研究所
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