Total Synthesis of Aspidofractinine Alkaloid Paucidirinine

被引：15

作者：

Zhang, Weiwei ^{[1
]}

Lin, Shanhao ^{[1
]}

Du, Chenglong ^{[1
]}

Feng, Shangbiao ^{[1
]}

Liu, Zaimin ^{[1
]}

Zhang, Jing ^{[1
]}

Xie, Xingang ^{[1
]}

Wang, Xiaolei ^{[1
]}

Li, Huilin ^{[1
]}

She, Xuegong ^{[1
]}

机构：

[1] Lanzhou Univ, Dept Chem, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 02期

基金：

美国国家科学基金会;

关键词：

INDOLE ALKALOIDS; ASPIDOSPERMA ALKALOIDS; (-)-KOPSININE; CYCLIZATION; OXIDATION;

D O I：

10.1021/acs.joc.8b03023

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first total synthesis of paucidirinine (1d), a highly congested aspidofractinine alkaloid containing a special contracted five-membered lactam ring, was achieved in 10 steps with 8% overall yield from commercially available materials. Several key maneuvers, including tandem enamination/[4 + 2] cycloaddition reaction and SmI2-promoted radical cyclization, were featured in this potentially scalable strategy.

引用

页码：1111 / 1116

页数：6

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