Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School, Shenzhen, China.
Org Lett. 2011 May 20;13(10):2630-3. doi: 10.1021/ol200741j. Epub 2011 Apr 27.
A new strategy for the stereoselective total synthesis of natural product pseudolaric acid A (1) was accomplished in 16 steps from commercially available starting material, featuring a samarium diiodide (SmI(2))-mediated intramolecular alkene-ketyl radical cyclization and a ring-closing metathesis (RCM) reaction to stereoselectively cast the unusual trans-fused [5-7]-bicyclic core of pseudolaric acid A (1).
从商业可得的起始原料出发,经 16 步反应,完成了天然产物伪绵马酸 A(1)的对映选择性全合成,该策略采用了钐二碘化(SmI2)介导的内烯烃-酮基自由基环化和闭环复分解(RCM)反应,以立体选择性地构建伪绵马酸 A(1)的独特的反式稠合[5-7]-双环核心。