Total syntheses of drimane-type sesquiterpenoids enabled by a gold-catalyzed tandem reaction.
Total syntheses of drimane-type sesquiterpenoids enabled by a gold-catalyzed tandem reaction.
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DOI：
10.1021/ja206837j
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发表时间：
2011-09
影响因子：
15
通讯作者：
Hang Shi;Lichao Fang;Ceheng Tan;Lili Shi;Wei-bin Zhang;Chuang-Chuang Li-Chuang;T. Luo;Zhen Yang
中科院分区：
文献类型：
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作者：
Hang Shi;Lichao Fang;Ceheng Tan;Lili Shi;Wei-bin Zhang;Chuang-Chuang Li-Chuang;T. Luo;Zhen Yang
实现了金催化的1，7-二炔与内外亲核试剂的串联反应，一步构建了5个化学键、2个环和2个立体中心。基于新的级联转换，我们实现了一个统一的策略对立体选择性全合成的C-15含氧补身烷型倍半萜及其类似物，这提供了天然产物kuehneromycin A，antrocin，脱水marasmone，marasmene作为概念验证研究。
Development of a gold-catalyzed tandem reaction of 1,7-diynes with both internal and external nucleophiles was realized, which constructed five chemical bonds, two rings, and two stereogenic centers in a single step. Based on the novel cascade transformation, we achieved a unified strategy toward the stereoselective total syntheses of C-15 oxygenated drimane-type sesquiterpenoids and their analogues, which provided the natural products kuehneromycin A, antrocin, anhydromarasmone, and marasmene as a proof-of-concept study.