Cyclocarbopalladation/Stille Cascade: Stereoselective Access to Quaternary Functionalized Carbons

Exploration of the 4-exo-dig cyclocarbopalladation in the discovery of new and original scaffolds afforded some unexpected results. The search for a way to produce seven-membered ring systems led to polycyclic molecules bearing a tetrasubstituted carbon. The triple bond that substitutes the cyclohexene ring on the starting compound is crucial for a high stereoselectivity. This observation has been confirmed by the reaction of a nonsubstituted cyclohexene ring resulting in poor stereoselectivity and low yields.

Automated summary

Exploration of 4-exo-dig cyclocarbopalladation in the discovery of new and original scaffolds resulted in unexpected findings, including the identification of polycyclic molecules with a tetrasubstituted carbon. The presence of a triple bond substituting the cyclohexene ring on the starting compound was found to be crucial for high stereoselectivity. This observation was confirmed by the reaction of a nonsubstituted cyclohexene ring, which led to poor stereoselectivity and low yields.