Formal synthesis of chelamidine alkaloids and their derivatives

被引：6
|
作者：
Li, Rui-Qi [1 ]
He, Yu [1 ]
Ding, Yao [1 ]
Ang, Chee-Kiat [2 ]
Tian, Jie-Sheng [1 ]
Loh, Teck-Peng [1 ,2 ]
机构：
[1] Nanjing Tech Univ NanjingTech, Jiangsu Natl Synerget Innovat Ctr Adv Mat SICAM, SCME, IAS, 30 South Puzhu Rd, Nanjing 211816, Jiangsu, Peoples R China
[2] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, 21 Nanyang Link, Singapore 637371, Singapore
来源：
CHEMICAL COMMUNICATIONS | 2018年 / 54卷 / 25期
基金：
新加坡国家研究基金会;
关键词：
POLYCYCLIC AROMATIC-COMPOUNDS; PRINS CYCLIZATION REACTION; FULVUM SMITH FEDDE; MOHNGEWACHSE PAPAVERACEAE; STEREOCONTROLLED SYNTHESIS; CHELIDONIUM-MAJUS; AUS; (&/-)-HOMOCHELIDONINE; (+)-HOMOCHELIDONINE; (+)-NORCHELIDONINE;
D O I：
10.1039/c7cc09875h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A concise two-step operation of alpha-amination of aldehydes and subsequent Friedel-Crafts/Prins-type cyclization towards accessing tetrahydrobenzo[c]phenanthridine and related structures was developed. The reaction displayed a broad substrate scope and good tolerance to a variety of substituents such as different aromatic heterocyclic rings. In addition, the effectiveness of this protocol was also demonstrated in the formal synthesis of homochelidonine and chelamidine.
引用
收藏
页码：3150 / 3153
页数：4
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