Graduate School of Pharmaceutical Sciences, Nagoya University , Furo-cho, Chikusa-ku, Nagoya, 464-8601, Japan.
J Am Chem Soc. 2014 May 7;136(18):6598-601. doi: 10.1021/ja503023h. Epub 2014 Apr 24.
The first asymmetric total synthesis of lepenine has been accomplished. The synthesis features a tethered intramolecular Diels-Alder reaction, an intramolecular Mannich reaction, and a Diels-Alder reaction between an ortho-quinone monoketal and ethylene, resulting in stereoselective construction of the unique hexacyclic system.
首次完成了 Lepenine 的不对称全合成。该合成方法的特点是:一个键合的分子内 Diels-Alder 反应、一个分子内曼尼希反应,以及邻醌单缩酮与乙烯之间的 Diels-Alder 反应,从而立体选择性地构建了独特的六环体系。