| 2,6-二氧杂双环[3.2.1]辛烷类衍生物的串联合成 |
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| 引用本文： | 金慧娟,鲁静,郑宁娟,吴学.2,6-二氧杂双环[3.2.1]辛烷类衍生物的串联合成[J].高等学校化学学报,2010,31(3):514. |
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| 作者姓名： | 金慧娟 鲁静 郑宁娟 吴学 |
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| 作者单位： | 1. 延边大学化学系,
2. 延边大学长白山生物资源与功能分子教育部重点实验室, 延吉 133002 |
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| 基金项目： | 延边大学长白山生物资源与功能分子教育部重点实验室课题基金(2009-2011)资助 |
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| 摘 要： | 以2-甲基-4-戊烯-1,2-二醇和芳香醛为原料, 三氯化铟为催化剂, 得到了一系列1,3-二取代2,6-二氧杂双环3.2.1]辛烷类衍生物. 整个反应采用一锅法, 反应条件简单且产率高. 所有的化合物均用1H NMR, 13C NMR和质谱法进行了表征, 并用NOESY确立了分子的相对构型.
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| 关 键 词： | Prins 环化反应 二氧杂双环[3.2.1]辛烷 一锅合成 |
| 收稿时间： | 2009-03-04 |
Tandem Synthesis of 1,3-Disubstituted 2,6-Dioxabicylco-[3.2.1]Octane Derivatives |
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| JIN Hui-Juan,LU Jing,ZHENG Ning-Juan,WU Xue.Tandem Synthesis of 1,3-Disubstituted 2,6-Dioxabicylco-[3.2.1]Octane Derivatives[J].Chemical Research In Chinese Universities,2010,31(3):514. |
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| Authors: | JIN Hui-Juan LU Jing ZHENG Ning-Juan WU Xue |
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| Institution: | 1. Department of Chemistry, Yanbian University, ;
2. Key Laboratory of Natural Resources of Changbai Mountain & Functional Molecules, Ministry of Education, Yanbian University, Yanji 133002, China |
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| Abstract: | A series of 1,3-disubstituted 2,6-dioxabicyclo3.2.1]octane derivatives were obtained by a tandem reaction of 2-methyl-4-penten-1,2-diol and various aromatic aldehydes catalyzed by indium trichloride in high yields.These products were generated through sequential acetalization,Prins cyclization and intramolecular nucleophilic addition reactions in one pot.All of the new compounds were confirmed via 1H NMR,13C NMR and MS analysis,and the configuration of product was determined by the NOESY experiment. |
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| Keywords: | Prins cyclization Dioxabicyclo[3 2 1]octane One-pot synthesis |
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