Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University Shenzhen Graduate School , Shenzhen 518055, China.
Key Laboratory of Bioorganic Chemistry and Molecular Engineering, Ministry of Education, Beijing National Laboratory for Molecular Science, College of Chemistry and Molecular Engineering, and Peking-Tsinghua Center for Life Sciences, Peking University , Beijing 100871, China.
J Am Chem Soc. 2017 Oct 11;139(40):13989-13992. doi: 10.1021/jacs.7b07388. Epub 2017 Sep 7.
The enantioselective synthesis of (-)-pavidolide B (1) was achieved in a linear sequence of 10 steps. The key steps are (a) an enantioselective organocatalytic cyclopropanation; (b) a radical-based cascade annulation for the regio- and diastereo-selective synthesis of the highly functionalized lactone 3 bearing the characteristic tricyclic core and seven contiguous stereocenters;
(-)-帕维哚内酯 B(1)的对映选择性合成是通过 10 步线性序列实现的。关键步骤是:(a) 对映选择性有机催化环丙烷化;(b) 基于自由基的级联环化,用于区域和立体选择性合成具有特征三环核心和七个连续立体中心的高度官能化内酯 3。