Intramolecular schmidt reactions of azides with carbocations: Synthesis of bridged-bicyclic and fused-bicyclic tertiary amines

Article abstract of DOI:10.1021/ja00075a038

Aliphatic azides were captured intramolecularly by carbocations, producing aminodiazonium ion intermediates. Carbon-to-nitrogen rearrangement then occurred, generating bridged- or fused-bicyclic α-amino carbocations or iminium ions, depending on the geome