详细信息
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
文献类型:期刊文献
中文题名:苄基异喹啉生物碱Neolitacumonine、Mollinedine和Papaverine的全合成
英文题名:Total Syntheses of Benzylisoquinoline Alkaloids Neolitacumoine, Mollinedine and Papaverine
作者:孙勉勉[1];李风雷[1];何云刚[1];朱星亮[1];刘世领[2];施小新[1]
机构:[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
年份:2020
卷号:40
期号:1
起止页码:149
中文期刊名:有机化学
外文期刊名:Chinese Journal of Organic Chemistry
收录:CSTPCD;;Scopus;北大核心:【北大核心2017】;CSCD:【CSCD2019_2020】;
基金:国家自然科学基金(Nos.20972048,20172015)资助项目。
语种:中文
中文关键词:苄基异喹啉生物碱;Neolitacumonine;Mollinedine;Papaverine
外文关键词:benzylisoquinoline alkaloids;neolitacumonine;mollinedine;papaverine
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.
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