Total Synthesis of Euplectin, a Natural Product with a Chromone Fused Indenone

被引：58

作者：

Mal, Dipakranjan ^{[1
]}

De, Saroj Ranjan ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Kharagpur 721302, W Bengal, India

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 19期

关键词：

STAUNTON-WEINREB ANNULATION; TOPOISOMERASE-I INHIBITORS; REGIOSPECIFIC SYNTHESIS; ANIONIC <4+2>-CYCLOADDITION; CONCISE SYNTHESIS; ANTIBIOTICS; STRATEGY; ACID; CYCLOADDITION; METABOLITES;

D O I：

10.1021/ol901817r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first total synthesis of euplectin, a rare metabolite with a chromone annulated indenone motif, has been accomplished in 17 steps. This has been possible through interplay among three key reactions: a Hauser sulfoxide annulation, a new chromone formation and a late-stage retro-Diels-Alder reaction. The entire regiochemical integrity of the successful route is established by an iodine-catalyzed aromatization of a cyclohexane-1,3-dione and the Hauser annulation.

引用

页码：4398 / 4401

页数：4

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