五种异土木香烷倍半萜的发散全合成及绝对构型的确定。
Divergent total syntheses of five illudalane sesquiterpenes and assignment of the absolute configuration.
机构信息
Department of Chemistry and Key Laboratory of Chemical Biology of Fujian Province, iChEM, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005, China.
出版信息
Chem Commun (Camb). 2019 Apr 4;55(29):4250-4253. doi: 10.1039/c9cc00933g.
Concise, divergent total syntheses of five bioactive illudalane sesquiterpenes have been achieved. Our synthesis features an intermolecular [2+2+2] cycloaddition, and a lactone-directed aromatic C-H oxygenation to generate a temporary phenolic hydroxyl group which enables regioselective methylation. Furthermore, the absolute configuration of radulactone was assigned by chemical synthesis.
已经实现了五种生物活性的伊鲁达烷倍半萜的简洁、发散式全合成。我们的合成方法具有分子间[2+2+2]环加成和内酯导向的芳基 C-H 氧化作用，生成临时酚羟基，从而实现区域选择性甲基化。此外，通过化学合成确定了拉杜内酯的绝对构型。
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