Diastereoselective Total Synthesis of (±)-Schindilactone A


  • We are grateful to Prof. Handong Sun for a sample of the natural product schindilactone A, and to Prof. Junmin Quan for his support of computational experiments. This work was supported by grants from the National Basic Research Program (973 Program, Grant 2010CB833201), the National Science and Technology Major Project “Development of Key Technology for the Combinatorial synthesis of Privileged Scaffolds” (2009ZX09501-012), and the National Science Foundation of China (20821062, 20832003 and 20902007).


original image

All together: A concise strategy for the first diastereoselective total synthesis of (±)-schindilactone A is reported. The synthesis features a ring-closing metathesis, a thiourea/cobalt-catalyzed Pauson–Khand reaction, and a thiourea/palladium-catalyzed carbonylative annulation reaction. The chemistry can be applied to the synthesis of structures related to schindilactone A.