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Asymmetric Total Synthesis of Propindilactone G

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posted on 2015-08-19, 00:00 authored by Lin You, Xin-Ting Liang, Ling-Min Xu, Yue-Fan Wang, Jia-Jun Zhang, Qi Su, Yuan-He Li, Bo Zhang, Shou-Liang Yang, Jia-Hua Chen, Zhen Yang
A concise total synthesis of (+)-propin­di­lactone G, a nor­tri­terpenoid isolated from the stems of Schisandra propinqua var. propinqua, has been achieved for the first time. The key steps of the synthesis include an asymmetric Diels–Alder reaction, a Pauson–Khand reaction, a Pd-catalyzed reductive hydrogen­olysis reaction, and an oxidative hetero­coupling reaction. These reactions enabled the synthesis of (+)-propin­di­lactone G in only 20 steps. As a consequence of our synthetic studies, the structure of (+)-propin­di­lactone G has been revised.