The total synthesis of (+)-dragmacidin F

被引:143
作者
Garg, NK [1 ]
Caspi, DD [1 ]
Stoltz, BM [1 ]
机构
[1] CALTECH, Div Chem & Chem Engn, Pasadena, CA 91125 USA
关键词
D O I
10.1021/ja046695b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first total synthesis of (+)-dragmacidin F has been accomplished, establishing the absolute configuration of this biologically important, antiviral marine alkaloid. The convergent route described features a palladium-mediated oxidative pyrrole carbocylization reaction to construct the [3.3.1] bicycle, as well as a highly selective Suzuki coupling to build the carbon skeleton of the natural product. A late-stage Neber rearrangement allows for the facile installation of the aminoimidazole moiety to provide (+)-dragmacidin F. Copyright © 2004 American Chemical Society.
引用
收藏
页码:9552 / 9553
页数:2
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