Concise Total Synthesis of (-)-Vermiculine through a Rhodium-Catalyzed C2 -Symmetric Dimerization Strategy.
Concise Total Synthesis of (-)-Vermiculine through a Rhodium-Catalyzed C2 -Symmetric Dimerization Strategy.
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DOI：
10.1002/chem.201900216
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发表时间：
2019-03
期刊：
影响因子：
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通讯作者：
Philip Steib;B. Breit
中科院分区：
文献类型：
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作者：
Philip Steib;B. Breit
本文报道了一种利用对映选择性催化一步二聚化方法合成C2对称抗生素(-)-蛭胺的方法，该方法是构建核心结构的关键步骤。后期修饰的特点是双重复分解同源化，随后是双重瓦克型氧化。这些关键步骤使得蛭胺的合成只需要七个步骤，从商业上可用的构建块开始。
A short and efficient synthesis of the C2 -symmetric antibiotic (-)-vermiculine by utilizing an enantioselective catalytic one-step dimerization methodology as key-step to construct the core structure is reported. The late-stage modifications feature a double metathesis homologation followed by a double Wacker-type oxidation. These key-steps allowed the synthesis of vermiculine in only seven steps, starting from commercially available building blocks.