Thiophene S,S-dioxides are excellent substrates for cycloaddition reactions, but underused in target-oriented synthesis. Here the authors show how these heterocycles enable the asymmetric synthesis of tricyclic indolines, as well as the collective synthesis of the iconic Strychnos alkaloids. Computational studies rationalize the source of asymmetry and reveal a spontaneous SO2 extrusion pathway.
- Kun Ho ‘Kenny’ Park
- Jisook Park
- Edward A. Anderson