Palladium-Catalyzed Intramolecular Aminoacetoxylation of Unactivated Alkenes with Hydrogen Peroxide as Oxidant

2015-03-20T00:00:00Z (GMT) by Haitao Zhu Pinhong Chen Guosheng Liu
A palladium-catalyzed intramolecular aminoacetoxylation of unactivated alkenes was developed in which H<sub>2</sub>O<sub>2</sub> was used as the sole oxidant. A variety of 3-acetoxylated piperidines were obtained in good yields with good to excellent regio- and diastereoselectivities. Mechanistic study revealed that the addition of di­(2-pyridyl) ketone (dpk) ligand was crucial to promote the oxidative cleavage of the C–Pd­(II) bond by H<sub>2</sub>O<sub>2</sub> to give the C–OAc bond.