Ynolate chemistry. Reaction of a silylynolate with aziridines leading to gamma-lactams.


A silylynolate, generated via the carbonylation of lithium silyldiazomethane, was reacted with N-tosyl aziridines to produce various five-membered lactams in good yields. The key step of this reaction involves the ring-opening ketenylation of aziridines by the silylynolate. The reaction proceeded in a highly stereoselective manner, and ketenylation took… (More)


  • Presentations referencing similar topics