Divergent Total Synthesis of Taiwaniaquinones A and F and Taiwaniaquinols B and D

Divergent Total Synthesis of Taiwaniaquinones A and F and Taiwaniaquinols B and D
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DOI:
10.1021/ol400717h
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发表时间:
2013-04-19
期刊:
影响因子:
5.2
通讯作者:
Li, Ang
Li, Ang
中科院分区:
化学1区
文献类型:
--
作者:
Deng, Jun;Li, Ruofan;Li, Ang

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开发了一种不同的方法来合成黄嘌呤类化合物。通过铋(OTf)(3)催化的阳离子环化反应和Wolff型环收缩反应作为关键步骤,简明地组装了具有反式Nb环结的新型中间体5a。这种常见的中间体很容易分别转化为外消旋黄烷酮A和黄烷酮F以及黄酮醇B和黄酮醇D。
A divergent approach was developed toward the total synthesis of taiwaniaquinoids. An advanced intermediate 5a with trans NB ring junction was concisely assembled by employing a Bi(OTf)(3)-catalyzed cationic cyclization and a Wolff-type ring contraction as key steps. This common intermediate was readily converted to racemic taiwaniaquinones A and F and taiwaniaquinols B and D, respectively.