Abstract:
Typically, transition metal catalysis enforces the stereodefined outcome of a reaction. Here we disclose
the palladium-catalyzed regio- and stereoselective access to allylic ureas/carbamates and their further
exploitation to diverse cyclic structures under operationally simple reaction conditions. This protocol features
palladium-catalyzed decarboxylative amidation of highly modular VECs with good to excellent yield,
minimal waste production, wide substrate scope, and low catalyst loading. In follow-up chemistry, we
demonstrated the debenzylation of vinylic imidazolidinones to N-hydroxycyclic ureas and regioselective
derivatization towards the facile synthesis of halohydrins and oxiranes under mild reaction conditions in
good to excellent yields.
