Bioinspired Total Synthesis of (±)-Chaetophenol C Enabled by a Pd-Catalyzed Cascade Cyclization
Bioinspired Total Synthesis of (±)-Chaetophenol C Enabled by a Pd-Catalyzed Cascade Cyclization
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Pd 催化级联环化实现 (/-)-毛壳酚 C 的仿生全合成
DOI：
10.1021/acs.orglett.7b02124
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发表时间：
2017-08-18
期刊：
影响因子：
5.2
通讯作者：
Zhai, Hongbin
中科院分区：
文献类型：
--
作者：
Li, Yun;Zhang, Qingyu;Zhai, Hongbin
发展了一种新的Pd(II)催化的级联反应，它由邻炔基苯甲醛的高区域和立体选择性的氧[4+2]环加成反应和原位生成的氧离子的分子内羧基猝灭组成。这一新反应提供了一个步骤：构建四环核，由两个构筑毛酚C的结构；简单的起始原料。所开发的化学方法首次成功地应用于毛酚C及其类似物的全合成。
A novel;Pd(II)-catalyzed cascade reaction has been developed that: consists of a highly regie- and stereoselective oxa [4 + 2] cycloaddition reaction of o-alkynylbenzaldchydes and an intramoledilar carboxylic group quenching of the in situ generated oxonium ion. This new reaction provides a oneistep: construction of the tetracyclic core, structure of chaetophenpl C from two;simple starting rnaterials. The developed, chemistry was successfully applied to the first total synthesis of chaetophenol C and dozens of its analogues.