Synthetic studies on (+)-naphthyridinomycin: Stereoselective synthesis of the tetracyclic core framework

Synthetic studies on (+)-naphthyridinomycin: Stereoselective synthesis of the tetracyclic core framework
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DOI:
10.1021/ol048857e
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发表时间:
2004-09-02
期刊:
影响因子:
5.2
通讯作者:
Fukuyama, T
Fukuyama, T
中科院分区:
化学1区
文献类型:
--
作者:
Mori, K;Rikimaru, K;Fukuyama, T

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本文报道了(+)-萘啶霉素(1)四环中间体21的立体选择性合成。收敛合成使用具有胺衍生物10的Ugi 4CC反应。21的立体选择性合成的关键特征是分子内Mizoroki-Heck反应、芳香醛环化和立体选择性硼氢化。
The stereoselective synthesis of the tetracyclic intermediate 21 for (+)-naphthyridinomycin (1) has been accomplished. The convergent synthesis used the Ugi 4CC reaction with the amine derivative 10. The key features of the stereoselective synthesis of 21 were the intramolecular Mizoroki-Heck reaction, an aromatic-aldehyde cyclization, and a stereoselective hydroboration.