Biomimetic Synthesis of Zeylanone and Zeylanone Epoxide by Dimerization of 2-Methyl-1,4-naphthoquinone
Biomimetic Synthesis of Zeylanone and Zeylanone Epoxide by Dimerization of 2-Methyl-1,4-naphthoquinone
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DOI：
10.1021/ol400335s
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发表时间：
2013-04-05
期刊：
影响因子：
5.2
通讯作者：
Tsubaki, Kazunori
中科院分区：
文献类型：
--
作者：
Maruo, Sayako;Nishio, Kazuyuki;Tsubaki, Kazunori
以天然单体萘醌为原料，仿生合成了天然二聚对苯二酚--玉米酮和玉米酮环氧化物。我们合成的主要特征是分子间和分子内的级联Michael反应，然后生成的对苯二酚与分子氧环氧化。
A biomimetic synthesis of zeylanone and zeylanone epoxide, which are natural dimeric naphthoquinones, has been accomplished starting from plumbagin, a natural monomeric naphthoquinone. The key features of our synthesis are cascade intermolecular and intramolecular Michael reactions, followed by epoxidation of the resultant hydroquinone with molecular oxygen.