Dynamic Kinetic Asymmetric [3 + 2] Annulation Reactions of Aminocyclopropanes

We report the first
example of a dynamic kinetic asymmetric [3
+ 2] annulation reaction of amino­cyclo­propanes with both
enol ethers and aldehydes. Using a Cu catalyst and a commercially
available bisoxazoline ligand, cyclopentyl- and tetrahydrofurylamines
were obtained in 69–99% yield and up to a 98:2 enantiomeric
ratio using the same reaction conditions. The method gives access
to important enantio-enriched nitrogen building blocks for the synthesis
of bioactive compounds.