The total synthesis of (+)-dragmacidin F
The total synthesis of (+)-dragmacidin F
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DOI：
10.1021/ja046695b
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发表时间：
2004-08-11
影响因子：
15
通讯作者：
Stoltz, BM
中科院分区：
文献类型：
--
作者：
Garg, NK;Caspi, DD;Stoltz, BM
首次完成了（+）-dragmacidin F的全合成，确立了这种生物学上重要的抗病毒海洋生物碱的绝对构型。所描述的会聚路线的特征在于钯介导的氧化吡咯碳环化反应以构建[3.3.1]双环，以及高度选择性的Suzuki偶联以构建天然产物的碳骨架。后期Neber重排允许氨基咪唑部分的容易安装以提供（+）-dragmacidin F。
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.