A biomimetic approach for the concise total synthesis of greenwaylactams A-C

被引:1
|
作者
Kratena, Nicolas [1 ]
Weil, Matthias [2 ]
Gaertner, Peter [1 ]
机构
[1] TU Wien, Inst Appl Synthet Chem, Getreidemarkt 9-163, A-1060 Vienna, Austria
[2] TU Wien, Inst Chem Technol & Analyt, Getreidemarkt 9-164, A-1060 Vienna, Austria
基金
奥地利科学基金会;
关键词
POLYENE CYCLIZATION; CASCADE; INDOLE; PRODUCTS;
D O I
10.1039/d3ob01001e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise, racemic total synthesis of three sesquiterpenoid alkaloids (greenwaylactams A-C) exhibiting an unprecedented 8-membered benzolactam is disclosed. Key transformations of this work include the ring expansion through cleavage of an indole via Witkop oxidation, as well as an HFIP mediated cationic cyclisation to build up the pentacyclic carbon skeleton.
引用
收藏
页码:6317 / 6319
页数:3
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