Citation: 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, 40(1): 149-155. doi: 10.6023/cjoc201905045 shu

Total Syntheses of Benzylisoquinoline Alkaloids Neolitacumoine, Mollinedine and Papaverine

a.
Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237
b.
Qingping Pharmaceutical Co., Ltd., Shanghai 201710

Corresponding author: Liu Shiling, liushiling@tenrypharm.com Shi Xiaoxin, xxshi@ecust.edu.cn
Received Date: 22 May 2019
Revised Date: 26 August 2019
Available Online: 5 January 2019
Fund Project: the National Natural Science Foundation of China 20172015the National Natural Science Foundation of China 20972048Project supported by the National Natural Science Foundation of China (Nos. 20972048, 20172015)

Figures(3)

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.
- benzylisoquinoline alkaloids,
- neolitacumonine,
- mollinedine,
- papaverine
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