School of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, UK.
Angew Chem Int Ed Engl. 2017 Jun 1;56(23):6613-6616. doi: 10.1002/anie.201701775. Epub 2017 May 4.
A short, 5-step total synthesis of (±)-3-demethoxyerythratidinone from a simple pyrrole derivative is described. Features include the formation of gram quantities of a key tricylic aziridine from a challenging photochemical cascade reaction through the use of flow photochemistry. The final step involved a highly unusual Heck cyclization whereby ligand control enabled efficient formation of the natural product in 69 % yield from the minor isomer present in an equilibrating mixture of labile enamines.
从简单的吡咯衍生物出发，经 5 步简短合成路线（±）-3-去甲红霉素酮。该方法的特点包括通过使用流动光化学技术，从具有挑战性的光化学级联反应中形成克级关键三环氮丙啶。最后一步涉及到一个非常不寻常的 Heck 环化反应，通过配体控制，从不稳定烯胺平衡混合物中主要异构体以 69%的收率高效构建天然产物。
