The regioselective Wacker oxidation of internal allylamines: synthesis of functionalized and challenging β-amino ketones

Abstract

A convenient and general protocol for the palladium-catalysed oxidation of internal allylamine derivatives to β-amino ketones is reported. The transformation occurs at room temperature and shows a wide substrate scope as well as high functional group and N-protecting group tolerance. We also describe potential applications of the method, e.g., the synthesis of bioactive molecules or simple transformations of selected β-amino ketones into other interesting building blocks.