Rhodium Catalyzed Allene Amination: Diastereoselective Synthesis of Aminocyclopropanes via a 2-Amidoallylcation Intermediate

The interaction of a sulfamate ester derived metallonitrene with an allene generates a versatile intermediate with 2-amidoallylcation-like reactivity, capable of rearranging to give highly substituted iminocyclopropanes or acting as a novel dipolar species engaging external dipolarophiles.