Azabicyclo[3.2.1]octane skeletons form the core of numerous biologically active natural products such as cocaine, aphanorphine, and securinine.  Although a number of methods for their synthesis have been developed, few form two rings in one step, and even fewer provide the products enantioselectively through asymmetric catalysis.  A new catalytic enantioselective transannular alkene carboamination will be presented.  This copper(II) � catalyzed reaction forms azabicyclo[3.2.1]octanes in a single step with good yields (75 � 80% in  most cases) with good to excellent enantioselectivity (up to 96% ee).

Azabicyclo[3.2.1]octanes via enantioselective transannular alkene carboamination

244th National Meeting (2012)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.