Total syntheses of ericifolione and its analogues via a biomimetic inverse-electron-demand Diels–Alder reaction
Total syntheses of ericifolione and its analogues via a biomimetic inverse-electron-demand Diels–Alder reaction
复制标题
通过仿生逆电子需求 Diels-Alder 反应全合成 ericifolione 及其类似物
DOI：
10.1039/d1cc06361h
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发表时间：
2021
影响因子：
4.9
通讯作者：
王飒飒
中科院分区：
文献类型：
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作者：
周婷婷;郑安全;霍璐琼;李长庚;谭海波;陈惠渝;王飒飒
在对鸢尾叶酮结构的生物启发和欣赏的驱动下，建立了一个由乙酸钠促进的仿生互变异构/分子间逆电按杂Diels-Alder反应级联序列，快速构建了位阻双氢吡喃支架，首次实现了鸢尾叶酮及其类似物的直接仿生全合成，且高度简单。此外，该方法为相关天然产物或衍生物的制备奠定了基础。
Driven by bioinspiration and appreciation of the structure of ericifolione, a biomimetic tautomerization/intermolecular inverse-electron-demand hetero Diels–Alder reaction cascade sequence promoted by sodium acetate to rapidly construct sterically hindered dihydropyran scaffolds was established, which allowed the first straightforward biomimetic total syntheses of ericifolione and its analogues with high simplicity. Moreover, this methodology set the stage for the preparation of relevant natural products or derivatives.