| 3-羰基-10-去甲基-12-甲氧基-13-甲基罗汉松烷的全合成 |
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| 引用本文： | 张成路,王利东,广东,申洪江,李元东,王杨.3-羰基-10-去甲基-12-甲氧基-13-甲基罗汉松烷的全合成[J].应用化学,2009,26(11):1301-1304. |
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| 作者姓名： | 张成路 王利东 广东 申洪江 李元东 王杨 |
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| 作者单位： | (辽宁省生物技术与分子药物研发重点实验室,辽宁师范大学化学化工学院 大连 116029) |
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| 基金项目： | 辽宁省教育厅科学技术研究，辽宁省高校创新团队 |
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| 摘 要： | 以1，3-环己二酮为原料，经过甲基化反应和羰基保护构筑了A环合成子(5)。以邻甲基苯甲醚为原料，对位溴代、与环氧乙烷加成和进一步溴代等反应合成了C环合成子(9)。化合物5与9的格氏试剂偶联和关环反应完成目标产物3-羰基-10-去甲基-12-甲氧基-13-甲基罗汉松烷(11)的全合成。各中间体及目标产物结构均经红外光谱、核磁、质谱等表征，结果表明,成功实现了目标产物的合成。
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| 关 键 词： | 三环二萜 罗汉松烷 全合成 |
| 收稿时间： | 2008-10-20 |
| 修稿时间： | 2009-04-08 |
Total Synthesis of 3-Carbonyl-10-demethyl-12-methoxy-13-methylpodocarpene |
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| ZHANG Cheng-Lu,WANG Li-Dong,GUANG Dong,SHEN Hong-Jiang,LI Yuan-Dong,WANG Yang.Total Synthesis of 3-Carbonyl-10-demethyl-12-methoxy-13-methylpodocarpene[J].Chinese Journal of Applied Chemistry,2009,26(11):1301-1304. |
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| Authors: | ZHANG Cheng-Lu WANG Li-Dong GUANG Dong SHEN Hong-Jiang LI Yuan-Dong WANG Yang |
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| Institution: | (Liaoning Provincial key Laboratory of Biotechnology and Drug Discovery,Schoolof Chemistry ;
and Chemical Engineering,Liaoning Normal Univeersity,Dalian 116029) |
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| Abstract: | The A ring synthon 5 was synthesized from 1, 3-cyclohexanedione through methylation and carbonyl protection. The C ring synthon 9 was synthesized from 1-methoxy-2-methylbenzene by bromination, the addition of ethylene epoxide and further bromination. Compound 5 reacted with Grignard reagent of 9 and then performed cyclozation to afford the target molecule 11. All intermediates and target product were confirmed by IR, 1H NMR and HRMS. In conclusion, a simple synthetic route has been developed and the target molecule was successfully synthesized. |
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| Keywords: | tricyclic diterpene podocapene total synthesis |
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