Enantioselective synthesis of angularly substituted 1-azabicyclic ring systems: dynamic kinetic resolution using aza-cope rearrangements

A useful enantioselective synthesis of angularly substituted 1-azabicyclic molecules that delivers the bicyclic amine products in good yield and 99% ee is reported. The developed enantioselective synthesis provides s a new strategy for dynamic kinetic resolution in which a rapid tautomeric equilibration of diastereomeric iminium cations is combined with a diastereoselective sigmatropic rearrangement.