Graduate School of Pharmaceutical Sciences, Tohoku University, Aoba 6-3, Aramaki, Aoba-ku, Sendai 980-8578 (Japan).
Angew Chem Int Ed Engl. 2016 Jan 4;55(1):283-7. doi: 10.1002/anie.201507830. Epub 2015 Oct 23.
The first total synthesis of an epidithiodiketopiperazine alkaloid, (+)-MPC1001B, was accomplished. This synthesis features a tetra-n-butylammonium fluoride mediated intramolecular aldol reaction for forming the 15-membered macrolactone ring, and the construction of an epidithiodiketopiperazine substructure through a stepwise sulfenylation reaction involving a novel trityl trisulfide (TrSSS)-group transfer.
首次完成了一个表二硫代二酮哌嗪生物碱(+)-MPC1001B 的全合成。该合成方法的特点是通过四丁基氟化铵介导的分子内 aldol 反应形成 15 元大环内酯环,以及通过涉及新型三苯甲基三硫代(TrSSS)基团转移的逐步磺化反应构建表二硫代二酮哌嗪亚结构。