Enantio- and Regioselective Palladium(II)-Catalyzed Dioxygenation of (Aza)-Alkenols

An oxidative Pd-catalyzed intra-intermolecular dioxygenation of (aza)-alkenols has been reported, with total regioselectivity. To study the stereoselectivity, different chiral ligands as well as different hypervalent iodines have been compared. In particular, by using C-6 modified pyridinyl-oxazoline (Pyox) ligand and hypervalent iodine bearing an aromatic ring, an excellent enantio- and diastereoselectivity has been achieved.