Diastereoselective tandem oxidation/Michael/aldol reaction: unprecedented formation of dispirocyclopentanebisoxindoles and dispiro[acenaphthylene-1,1'-cyclopentane-3',1''-acenaphthylene]-2,2''diones.

An unprecedented tandem oxidation/Michael/aldol reaction is reported. The diastereoselective formation of only a single isomer of dispirocyclopentanebisoxindole and dispiro[acenaphthylene-1,1'-cyclopentane-3',1''-acenaphthylene]-2,2''dione is presented. The reaction generates two new C-C bonds and two all-carbon quaternary chiral stereocenters in a single step.