Vinyl quinones as Diels-Alder dienes: Concise synthesis of (-)-halenaquinone

被引：47
|
作者：
Kienzler, Michael A. [1 ]
Suseno, Sandy [1 ]
Trauner, Dirk [1 ]
机构：
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 27期
关键词：
D O I：
10.1021/ja8035042
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A concise asymmetric synthesis of (-)-halenaquinone is described. The synthesis features a diastereoselective Heck cyclization to set a quaternary center as well as a novel intramolecular inverse-electron-demand Diels-Alder reaction I involving a vinyl quinone. The synthesis is highly convergent and features a minimal amount of protecting group manipulations.
引用
收藏
页码：8604 / +
页数：3
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