Total Synthesis of Nostodione A, a Cyanobacterial Metabolite

被引：27

作者：

Ekebergh, Andreas ^{[1
]}

Borje, Anna ^{[2
]}

Martensson, Jerker ^{[1
]}

机构：

[1] Chalmers Univ Technol, Dept Chem & Biol Engn Organ Chem, SE-41296 Gothenburg, Sweden

[2] Univ Gothenburg, Dept Chem & Mol Biol, SE-41296 Gothenburg, Sweden

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 24期

基金：

瑞典研究理事会;

关键词：

OXIDATION; CYCLIZATION; EFFICIENT; INDOLE;

D O I：

10.1021/ol303036j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first total synthesis of the mitotic spindle poison nostodione A is described. The inherent oxidative sensitivity of indoles is utilized for a late introduction of a second carbonyl to the cyclopent[b]indole-2-one system. The tricyclic system is prepared from indole-3-acetic acid and O-silylated 4-ethynylphenol, using a stereoselective intramolecular reductive Heck cyclization as the key transformation.

引用

页码：6274 / 6277

页数：4

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