Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School , Shenzhen University Town, Xili, Shenzhen 518055, China.
Org Lett. 2014 Jan 17;16(2):496-9. doi: 10.1021/ol403374h. Epub 2013 Dec 30.
The first and protective group-free total synthesis of (±)-yezo'otogirin C has been achieved from 3-methyl-4-prenylcyclohex-2-enone in eight steps with 23% overall yield. The tricyclic core of (±)-yezo'otogirin C was established via a bioinspired oxidative cascade cyclization strategy using Mn(II)/Mn(III) and O2, followed by reduction of the peroxy-bridged intermediate using thiourea in refluxing methanol.
（±）-野泽鱼腥菌素 C 的首次、无保护基全合成已从 3-甲基-4-戊烯基环己-2-烯酮出发，经八步反应以 23%的总收率实现。（±）-野泽鱼腥菌素 C 的三环核心是通过 Mn(II)/Mn(III)和 O2 生物启发的氧化级联环化策略构建的，然后使用硫脲在回流甲醇中还原过氧桥接中间体。
