Iridium-Catalyzed Asymmetric Hydroalkenylation of Norbornene Derivatives

Transition-metal-catalyzed
asymmetric hydroalkenylation of alkenes
provides an atom-economical method to build molecular complexity from
easily available materials. Herein we report an iridium-catalyzed
asymmetric hydroalkenylation of unconjugated alkenes with acrylamides
and acrylates. The catalytic hydroalkenylation of norbornene derivatives
occurred to form products with allylic stereocenters with high chemo-,
regio-, and stereoselectivities. DFT calculations revealed that the
migratory insertion is irreversible and the enantiodetermination step.