| Total Synthesis of (-)-Kaerophyllin,(-)-Hinokinin and (±)-Isohinokinin |
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| 引用本文： | 夏亚穆,梁其任,王小龙,曹小平,潘鑫复. Total Synthesis of (-)-Kaerophyllin,(-)-Hinokinin and (±)-Isohinokinin[J]. 中国化学, 2003, 21(12): 1540-1542. DOI: 10.1002/cjoc.20030211205 |
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| 作者姓名： | 夏亚穆 梁其任 王小龙 曹小平 潘鑫复 |
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| 作者单位： | State Key Laboratory of Applied Organic Chemistry，College of Chemistry and Chemical Engineering，Lanzhou University，State Key Laboratory of Applied Organic Chemistry，College of Chemistry and Chemical Engineering，Lanzhou University，State Key Laboratory of Applied Organic Chemistry，College of Chemistry and Chemical Engineering，Lanzhou University，State Key Laboratory of Applied Organic Chemistry，College of Chemistry and Chemical Engineering，Lanzhou University，State Key Laboratory of Applied Organic Chemistry，College of Chemistry and Chemical Engineering，Lanzhou University Lanzhou，Gansu 730000，China，Lanzhou，Gansu 730000，China，Lanzhou，Gansu 730000，China，Lanzhou，Gansu 730000，China，Lanzhou，Gansu 730000，China |
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| 基金项目： | ProjectsupportedbytheNationalNaturalScienceFoundationofChina (QTprogramNos .2 0 0 2 10 0 1,2 0 172 0 2 3 ) |
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| 摘 要： | Kaerophyllin (1) ,hinokinin (2 )andtheiranalogue isohinokinin (3)belongtothedibenzylbutyrolactone lig nans .Kaerophyllin (1)wasisolatedfromtherootofspot tedcowparsley (ChaerophyllummaculatumWilld .) 1andhinokinin (2 )wasisolatedfromtheheartwoodofLiboce drusformosanaFlorin .2 AccordingtoMacRaeandTow ers ,3afivememberedlactoneringandamethylenedioxylgroupwereimportantstructuralcharacteristicswhichcon tributetotheactivityoflignansasantitumoragents .More over ,anunsaturateddoublebondbetweenC3—…
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Total Synthesis of (‐)‐Kaerophyllin, (‐)‐Hinokinin and (±)‐Isohinokinin |
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| XIA,Ya-Mu LIANG,Qi-Ren WANG,Xiao-LongCAO,Xiao-Ping PAN,Xin-Fu State Key Laboratory of Applied Organic Chemistry,College of Chemistry and Chemical Engineering,Lanzhou University,Lanzhou,Gansu ,China. Total Synthesis of (‐)‐Kaerophyllin, (‐)‐Hinokinin and (±)‐Isohinokinin[J]. Chinese Journal of Chemistry, 2003, 21(12): 1540-1542. DOI: 10.1002/cjoc.20030211205 |
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| Authors: | XIA Ya-Mu LIANG Qi-Ren WANG Xiao-LongCAO Xiao-Ping PAN Xin-Fu State Key Laboratory of Applied Organic Chemistry College of Chemistry Chemical Engineering Lanzhou University Lanzhou Gansu China |
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| Affiliation: | XIA,Ya-Mu LIANG,Qi-Ren WANG,Xiao-LongCAO,Xiao-Ping PAN,Xin-Fu State Key Laboratory of Applied Organic Chemistry,College of Chemistry and Chemical Engineering,Lanzhou University,Lanzhou,Gansu 730000,China |
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| Abstract: | A convenient and rapid approach for the syntheses of (‐)‐kaerophyllin (1), (‐)‐hinokinin (2) and (±)‐isohinokinin (3) was described. The key steps were involved in condensation of aromatic aldehyde and alkylation of the resulting ester to give the complete skeleton of dibenzylbutyrolactone‐lignan. Hydrolysis, followed by resolution with quinine, reduction and when appropriate, oxidation gave the title compound. The asymmetric total synthesis of the kaerophyllin (1) was reported for the first time. |
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| Keywords: | kaerophyllin hinokinin isohinokinin quinine resolution |
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