Palladium-Catalyzed Regio-, Diastereo-, and Enantioselective Benzylic Allylation of 2-Substituted Pyridines

摘要

The development of palladium-catalyzed asymmetric allylic alkylations (AAAs) continues to be a productive area of research. Still, there are only a few examples of such reactions that form an adjacent stereocenter diastereoselectively, and these are almost exclusively limited to enolate nucleophiles. This narrow substrate scope reflects the inherent challenge of simultaneously forming vicinal stereocenters selectively. After reporting a method for employing 2-methylpyridines in palladium-catalyzed AAAs, we wondered whether an analogous reaction with higher-order 2-sub-stituted pyridines could be effected in a diastereo- and enantioselective fashion (Scheme 1, A).