苄基异喹啉生物碱Neolitacumonine、Mollinedine和Papaverine的全合成  

Total Syntheses of Benzylisoquinoline Alkaloids Neolitacumoine, Mollinedine and Papaverine

作　　者：孙勉勉 李风雷 何云刚 朱星亮 刘世领 施小新 Sun Mianmian;Li Fenglei;He Yungang;Zhu Xingliang;Liu Shiling;Shi Xiaoxin(Shanghai Key Laboratory of Chemical Biology,School of Pharmacy,East China University of Science and Technology,Shanghai 200237;Qingping Pharmaceutical Co,Ltd,Shanghai 201710)

机构地区：[1]华东理工大学药学院,上海市化学生物学重点实验室,上海200237 [2]青平药业有限公司,上海201710

出　　处：《有机化学》2020年第1期149-155,共7页Chinese Journal of Organic Chemistry

基　　金：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.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.

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

分 类 号：O629.3[理学—有机化学]