Total synthesis of (-)-brevenal: A concise synthetic entry to the pentacyclic polyether core
Total synthesis of (-)-brevenal: A concise synthetic entry to the pentacyclic polyether core
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DOI：
10.1021/ol800685c
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发表时间：
2008-06-05
期刊：
影响因子：
5.2
通讯作者：
Sasaki, Makoto
中科院分区：
文献类型：
--
作者：
Ebine, Makoto;Fuwa, Haruhiko;Sasaki, Makoto
报道了一种新型海洋多环醚类天然产物（-）-Brevenal的全合成。通过我们的基于Suzuki-Miyaura偶联的策略，高效和可扩展地进入AB环外烯烃和DE环烯醇磷酸酯以及快速构建C环，实现了（-）-Brevenal的五环骨架的简洁合成。本发明的合成比我们以前的合成（最长线性序列：从2-脱氧-D-核糖开始的50步）有效得多。
Total synthesis of (-)-brevenal, a novel marine polycyclic ether natural product, is described. Highly efficient and scalable entries to the AB-ring exo-olefin and the DE-ring enol phosphate and a rapid construction of the C-ring by means of our Suzuki-Miyaura coupling-based strategy realized a concise synthesis of the pentacyclic skeleton of (-)-brevenal. The present synthesis is considerably more efficient than our previous synthesis (longest linear sequence: 50 steps from 2-deoxy-D-ribose).