| 利用一个通用的方法全合成Fuscinarin和Fuscins |
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| 引用本文： | 杜超,李立奇,达世俊,李瀛,谢志翔. 利用一个通用的方法全合成Fuscinarin和Fuscins[J]. 中国化学, 2008, 26(4): 693-698. DOI: 10.1002/cjoc.200890131 |
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| 作者姓名： | 杜超 李立奇 达世俊 李瀛 谢志翔 |
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| 作者单位： | 兰州大学化学化工学院，功能有机分子国家重点实验室 730000 |
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| 摘 要： | 通过一个共同的中间体6，首次全合成了fuscinarin (1)和全合成了fuscins，它们都是戊烯酮(pentaketide)的代谢物,在亲近闪烁检测(scintillation proximity assay)中显示具有抗CCR5的活性。这一合成主要是利用微波辅助的 ortho-Claisen/Cope 重排的串联反应更合成中间体10。
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| 关 键 词： | 全合成；fuscinarin； ortho-Claisen/Cope重排 |
| 收稿时间： | 2007-09-26 |
| 修稿时间： | 2007-11-19 |
A Versatile Approach for the Total Syntheses of Fuscinarin and Fuscins |
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| Chao DU,Li‐Qi LI,Shi‐Jun DA,Ying LI,Zhi‐Xiang XIE. A Versatile Approach for the Total Syntheses of Fuscinarin and Fuscins[J]. Chinese Journal of Chemistry, 2008, 26(4): 693-698. DOI: 10.1002/cjoc.200890131 |
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| Authors: | Chao DU Li‐Qi LI Shi‐Jun DA Ying LI Zhi‐Xiang XIE |
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| Affiliation: | 1. State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, China;2. Tel.: 0086‐0931‐8912526 |
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| Abstract: | The first total synthesis of fuscinarin ( 1 ) and total synthesis of fuscins, the pentaketide metabolites showing activity against CCR5 in a scintillation proximity assay, were described by using compound 6 as a common intermediate. A key feature of the approach is the microwave‐assisted tandem ortho‐Claisen/Cope rearrangement that was used for the expedient synthesis of the intermediate 10 . |
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| Keywords: | total synthesis fuscinarin ortho‐Claisen/Cope rearrangement |
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