Figure 6.
Intermolecular Rh-catalyzed synthesis of dehydropiperazines. (A) Dehydropiperazine synthesis via the ring expansion of an aziridinium ylide generated from a Rh-mediated carbene transfer. (B) Select dehydropiperazine products from the aziridine and diazoester scopes. (C) Left: Example of an inaccessible alkyl substrate. Right: Computed HOMO and LUMO energies for the bicyclic aziridine, aryl carbene, and alkyl carbene. (D) Computed reaction profile for the ring expansion process involving aziridine 11f and dirhodium-bound carbene 29a-Rh2.