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苄基异喹啉生物碱Neolitacumonine、Mollinedine和Papaverine的全合成
引用本文:孙勉勉,李风雷,何云刚,朱星亮,刘世领,施小新.苄基异喹啉生物碱Neolitacumonine、Mollinedine和Papaverine的全合成[J].有机化学,2020(1):149-155.
作者姓名:孙勉勉  李风雷  何云刚  朱星亮  刘世领  施小新
作者单位:华东理工大学药学院;青平药业有限公司
基金项目:国家自然科学基金(Nos.20972048,20172015)资助项目。
摘    要:研究了苄基异喹啉生物碱的一条新的通用合成路线.其关键步骤为1-苄基-3,4-二氢异喹啉的铜催化氧化芳构化串联反应.以胡椒醛或3,4-二甲氧基苯甲醛为起始原料,经8步反应,分别以42%、37%和37%的总收率实现了三个苄基异喹啉生物碱Neolitacumonine、Mollinedine和Papaverine的全合成.

关 键 词:苄基异喹啉生物碱  Neolitacumonine  Mollinedine  PAPAVERINE

Total Syntheses of Benzylisoquinoline Alkaloids Neolitacumoine,Mollinedine and Papaverine
Sun Mianmian,Li Fenglei,He Yungang,Zhu Xingliang,Liu Shiling,Shi Xiaoxin.Total Syntheses of Benzylisoquinoline Alkaloids Neolitacumoine,Mollinedine and Papaverine[J].Chinese Journal of Organic Chemistry,2020(1):149-155.
Authors:Sun Mianmian  Li Fenglei  He Yungang  Zhu Xingliang  Liu Shiling  Shi Xiaoxin
Institution:(Shanghai Key Laboratory of Chemical Biology,School of Pharmacy,East China University of Science and Technology,Shanghai 200237;Qingping Pharmaceutical Co,Ltd,Shanghai 201710)
Abstract:A new general synthetic route towards benzylisoquinoline alkaloids was developed. The key step of this route is Cu-catalyzed cascade oxidation-aromatization of 1-benzyl-3,4-dihydroisoquinolines. The three benzylisoquinoline alkaloids such as neolitacumonine, mollinedine and papaverine were synthesized starting from piperonaldehyde and 3,4-dimethoxybenzaldehyde by 8 steps in 42%, 37% and 37% overall yields, respectively.
Keywords:benzylisoquinoline alkaloids  neolitacumonine  mollinedine  papaverine
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