Concise asymmetric total synthesis of catunaregin

Concise asymmetric total synthesis of catunaregin
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DOI:
10.1039/c6qo00213g
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发表时间:
2016-08
影响因子:
5.4
通讯作者:
H. Abe;Takuma Hikichi;Kosuke Emori;Toyoharu Kobayashi;Hisanaka Ito
H. Abe;Takuma Hikichi;Kosuke Emori;Toyoharu Kobayashi;Hisanaka Ito
中科院分区:
化学1区
文献类型:
--
作者:
H. Abe;Takuma Hikichi;Kosuke Emori;Toyoharu Kobayashi;Hisanaka Ito

文献摘要

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描述了从中国红树林中分离得到的卡曲那金的不对称全合成。该合成涉及不对称顺式选择性羟醛反应以及呋喃二醇衍生物在酸性条件下的连续缩酮化。该方法非常简洁且具有高度立体选择性。从已知的甲酯出发,经过 7 个步骤完成了光学纯卡曲那金的不对称全合成。
The asymmetric total synthesis of catunaregin isolated from the Chinese mangrove is described. The synthesis involves an asymmetric syn-selective aldol reaction and the successive ketalization of a furan diol derivative under acidic conditions. This methodology is very concise and highly stereoselective. The asymmetric total synthesis of the optically pure catunaregin was accomplished in 7 steps from a known methyl ester.