American Chemical Society
ol051043t_si_002.pdf (13.27 MB)

Rapid Synthesis of the N-Methylwelwitindolinone Skeleton

Download (13.27 MB)
journal contribution
posted on 2005-08-04, 00:00 authored by James A. MacKay, Raynauld L. Bishop, Viresh H. Rawal
An efficient, convergent synthesis of the core bicyclo[4.3.1]decane ring system of welwitindolinones is described. Key steps in the synthesis include an intramolecular palladium-catalyzed enolate arylation reaction to create the desired bicyclic skeleton and a Curtius rearrangement to install the bridgehead isocyanate unit.