Enantioselective synthesis of the fully functionalized ABC ring of zoanthenol.

Enantioselective synthesis of the fully functionalized ABC ring of zoanthenol.
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DOI:
10.1002/asia.200800079
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发表时间:
2008-09
期刊:
Chemistry, an Asian journal
影响因子:
--
通讯作者:
Naoki Sugano;Yu-ichi Koizumi;Go Hirai;H. Oguri;Shoji Kobayashi;Shuji Yamashita;M. Hirama*
Naoki Sugano;Yu-ichi Koizumi;Go Hirai;H. Oguri;Shoji Kobayashi;Shuji Yamashita;M. Hirama*
中科院分区:
其他
文献类型:
--
作者:
Naoki Sugano;Yu-ichi Koizumi;Go Hirai;H. Oguri;Shoji Kobayashi;Shuji Yamashita;M. Hirama*

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Zoanthenol,分离自Zoanthus sp.,具有极其复杂的结构,包括连续的季碳。已经实现了完全官能化的zoanthenol的ABC环的对映选择性合成,并在本文中进行了描述。合成的关键特征是酶动力学光学拆分和用于构建拥挤的不对称季碳的Mizoroki-Heck/Simmons-Smith反应策略。
Zoanthenol, isolated from Zoanthus sp., possesses an extremely complex architecture including contiguous quaternary carbons. An enantioselective synthesis of the fully functionalized ABC-ring of zoanthenol has been achieved and is described herein. The key features of the synthesis are the enzymatic kinetic optical resolution and the Mizoroki-Heck/Simmons-Smith reaction strategy used to construct the congested asymmetric quaternary carbons.