Synthetic studies on altemicidin: Stereocontrolled construction of the core framework
Synthetic studies on altemicidin: Stereocontrolled construction of the core framework
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DOI：
10.1021/ol701940f
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发表时间：
2008-01-17
期刊：
影响因子：
5.2
通讯作者：
Fukuyama, Tohru
中科院分区：
文献类型：
--
作者：
Kan, Toshiyuki;Kawamoto, Yuichiro;Fukuyama, Tohru
完成了阿替西啶关键中间体的立体选择性合成。合成从双环[3.3.0]骨架开始，其容易通过分子内C-H插入反应获得。采用Curtius重排作为立体选择性构建β-羟基α-二取代-α-氨基酸结构的关键步骤。采用腈中间体水解法合成了乙烯基脲。
The stereoselective synthesis of the key intermediate for altemicidin has been accomplished. The synthesis commenced with a bicyclo[3.3.0] framework, which was readily obtained via an intramolecular C-H insertion reaction. A Curtius rearrangement was employed as a key step to stereoselectively construct the beta-hydroxyl alpha-disubstituted-alpha-amino acid structure. Synthesis of vinylogous urea was achieved using hydrolysis of nitrile intermediate.