Concise, enantioselective total syntheses of both the proposed and revised structures of (-)-versiquinazoline H

被引:6
|
作者
Wu, Jiang-Feng [1 ]
Huang, Pei-Qiang [1 ]
机构
[1] Xiamen Univ, Coll Chem & Chem Engn, Dept Chem, Fujian Prov Key Lab Chem Biol, Xiamen 361005, Peoples R China
基金
国家重点研发计划; 中国国家自然科学基金;
关键词
Alkaloids; Total synthesis; Tandem reaction; Structural revision; Protecting group-free; (-)-CHAETOMININE; TRYPTOPHAN; ALKALOIDS;
D O I
10.1016/j.cclet.2019.06.043
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The enantioselective total synthesis of the putative structure of versiquinazoline H and three diastereomers has been achieved, which allowed the revision of the stereochemistry of this natural product. This six-step total synthesis relied on the evolution of the strategy that we previously developed, which features a DMDO-triggered tandem reaction. The modification of the lactamization step resulted in a significant improvement of yield that ensured the efficient total synthesis. (C) 2019 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:61 / 63
页数:3
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