| Lewis酸催化下2-(2,3,5-三-O-苯甲酰基-D-呋喃核糖)-1,4-氢醌的合成 |
| |
| 引用本文： | 何立,徐信,任志华,朱晨江,唐燕辉,陈国荣.Lewis酸催化下2-(2,3,5-三-O-苯甲酰基-D-呋喃核糖)-1,4-氢醌的合成[J].有机化学,2006,26(9):1243-1247. |
| |
| 作者姓名： | 何立 徐信 任志华 朱晨江 唐燕辉 陈国荣 |
| |
| 作者单位： | 华东理工大学精细化工研究所,上海,200237 |
| |
| 基金项目： | 国家自然科学基金(No.20576034)，上海市科学技术委员会(No.044307011)资助项目. |
| |
| 摘 要： | 在不同Lewis酸催化下, 使用1,4-二苯酚和1-O-乙酰基-2,3,5-三-O-β-D-呋喃核糖进行反应, 以较高产率合成了α和β型芳香呋喃糖苷, 并利用1H-1H NOESY谱对2-(2,3,5-三-O-苯甲酰基-D-呋喃核糖)-1,4-氢醌(5)的立体构型进行了表征. 应用无水AlCl3, ZnCl2和BF3•Et2O等Lewis酸催化剂仅得到β型氧糖苷3, 应用TiCl4得到β型氧糖苷3以及α和β型碳糖苷的混合物5, 而应用SnCl4则得到α和β型碳糖苷5.
|
| 关 键 词： | 合成 呋喃糖苷 Lewis酸 立体构型 |
| 收稿时间： | 12 8 2005 12:00AM |
| 修稿时间： | 03 13 2006 12:00AM |
Synthesis of 2-(2,3,5-Tri-O-benzoyl-D-ribofuranosyl)-1,4-hydro-quinone with the Catalysis of Lewis Acids |
| |
| HE Li,XU Xin,REN Zhi-Hua,ZHU Chen-Jiang,TANG Yan-Hui,CHEN Guo-Rong.Synthesis of 2-(2,3,5-Tri-O-benzoyl-D-ribofuranosyl)-1,4-hydro-quinone with the Catalysis of Lewis Acids[J].Chinese Journal of Organic Chemistry,2006,26(9):1243-1247. |
| |
| Authors: | HE Li XU Xin REN Zhi-Hua ZHU Chen-Jiang TANG Yan-Hui CHEN Guo-Rong |
| |
| Institution: | (Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237) |
| |
| Abstract: | Reactions of 1,4-dihydroquinone with 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose in the presence of different Lewis acids afforded α- and β-aromatic ribofuranosides with good yield, and the stereocon-figuration of 2-(2,3,5-tri-O-benzoyl-D-ribofuranosyl)-1,4-hydroquinone (5) was confirmed by 1H-1H NOESY spectrum. Reactions catalyzed by anhy-drous AlCl3, ZnCl2 or BF3•Et2O gave β-O-ribofuranoside 3, whereas TiCl4 afforded a mixture of β-O-ribofuranoside (3) and α- and β-C-ribofuranosides (5), while SnCl4 produced the α- and β-C-ribofuranosides (5). |
| |
| Keywords: | synthesis ribofuranoside Lewis acid stereoconfiguration |
| 本文献已被 CNKI 万方数据 等数据库收录！ |
| 点击此处可从《有机化学》浏览原始摘要信息 |
| 点击此处可从《有机化学》下载免费的PDF全文 |
|
