Toward catalyst economy: A programmed approach to the synthesis of bicyclic lactones and lactams

The development of sequential ring closing metathesis (RCM)–Kharasch sequences which utilize a single precatalyst is described. In these sequences the catalysts acts in a multiple role promoting two different carbon–carbon bond-forming reactions in a sequential manner.

Graphical abstractThe experiments leading to the development of tandem metathesis- ATRC sequences are presented. Deuterium labelling studies indicate that these sequences may involve competing elimination-intermolecular Kharasch addition reactions.Figure optionsDownload full-size imageDownload as PowerPoint slide