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Cyclocarbopalladation/Stille Cascade: Stereoselective Access to Quaternary Functionalized Carbons.

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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… Click to show full abstract

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.

Keywords: cyclocarbopalladation stille; stille cascade; access quaternary; stereoselective access; cascade stereoselective; quaternary functionalized

Journal Title: Organic letters
Year Published: 2021

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