Expeditious Construction of the DEF Ring System of Thiersinine B
Expeditious Construction of the DEF Ring System of Thiersinine B
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DOI：
10.1021/jo101258f
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发表时间：
2010-09-17
影响因子：
3.6
通讯作者：
Kuwahara, Shigefumi
中科院分区：
文献类型：
--
作者：
Enomoto, Masaru;Kuwahara, Shigefumi
以Wieland-Miescher酮衍生物为原料，经过5步反应，通过Claisen重排对起始的α，β-不饱和酮进行一锅区域选择性的α-烯丙基化反应和双二烯酮中间体的双二羟基化反应，构建了硫辛碱B的DEF环模型。
Construction of a DEF ring model of thiersinine B has been achieved from a Wieland-Miescher ketone derivative by a five-step sequence featuring a one-pot regioselective alpha-allylation of the starting alpha,beta-unsaturated ketone via the Claisen rearrangement and a double dihydroxylation of a dienone intermediate.