Department of Chemistry, Stony Brook University, Stony Brook, New York 11733, USA.
Org Lett. 2012 Jun 1;14(11):2682-5. doi: 10.1021/ol3007524. Epub 2012 May 7.
A bicyclization approach to englerin A has culminated in a formal asymmetric total synthesis. Key transformations in the 10-step sequence are a regiospecific epoxide opening and a relay ene-yne-ene metathesis that converts linear substrates specifically to Δ(4,6)-guaiadiene-9,10 diol derivatives. Regiospecific functionalization of the diene moiety installs the oxygen bridge required for the englerin tricyclic core.
一种双环化方法被用于合成恩格鲁林 A，最终实现了其正式的不对称全合成。该 10 步序列中的关键转化是区域选择性环氧化物开环和接力烯炔烯复分解反应，该反应将线性底物特异性转化为 Δ(4,6)-愈创木二烯-9,10 二醇衍生物。二烯部分的区域选择性官能团化安装了恩格鲁林三环核心所需的氧桥。
