| 高效合成氯代苯醌基碳糖苷 |
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| 引用本文： | 李军廷,郑蓉蓉,张云志,吕遐,唐燕辉,王朝霞.高效合成氯代苯醌基碳糖苷[J].有机化学,2009,29(1):78-81. |
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| 作者姓名： | 李军廷 郑蓉蓉 张云志 吕遐 唐燕辉 王朝霞 |
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| 作者单位： | 华东理工大学结构可控先进功能材料及其制备教育部重点实验室,精细化工研究所,上海,200237 |
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| 基金项目： | 国家自然科学基金，上海市自然科学基金，上海市科委创新行动国际合作项目 |
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| 摘 要： | 报道一种简便、高效的氯代苯醌碳糖苷3a (3b)的合成新方法: 以苯醌基碳苷1a (1b)为原料, 经CH3COCl/THF/H2O体系进行加成反应, 高区域选择性获得糖基间位氯代的氢醌基碳苷2a (2b), 继而通过硝酸铈铵(CAN)氧化得到目标结构3a (3b), 并对所合成的化合物进行了结构表征.
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| 关 键 词： | 氯化 苯醌 氢醌 芳香碳糖苷 |
| 收稿时间： | 2008-5-19 |
| 修稿时间： | 2008-7-10 |
Efficient Synthesis of m-Chlorobenzoquinonyl C-Glycopyranosides |
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| Li,Junting,Zheng,Rongrong,Zhang,Yunzhi,Lü,Xia,Tang,Yanhui,Wang,Zhaoxia.Efficient Synthesis of m-Chlorobenzoquinonyl C-Glycopyranosides[J].Chinese Journal of Organic Chemistry,2009,29(1):78-81. |
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| Authors: | Li Junting Zheng Rongrong Zhang Yunzhi Lü Xia Tang Yanhui Wang Zhaoxia |
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| Institution: | (Laboratory for Advanced Materials, Institute of Fine Chemicals, East China University of
Science and Technology, Shanghai 200237)
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| Abstract: | A convenient and efficient synthesis of m-chlorobenzoquinonyl C-glycopyranosides 3a and 3b is reported. m-Chlorinated hydroquinonyl C-glycopyranosides 2a and 2b were synthesized by the addition of benzoquinone compounds 1a and 1b with CH3COCl/THF/H2O in high regioselectivities. Then the target compounds 3a and 3b were obtained after oxidation with ceric ammonium nitrate (CAN). The structures of the target compounds and intermediates were confirmed. |
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| Keywords: | chlorination benzoquinone hydroquinone aryl C-glycoside |
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