Palladium‐Catalyzed Elimination/Isomerization of Enol Triflates into 1,3‐Dienes

Abstract

Dying to be Dienes: Substituted 1,3-dienes were synthesized by the title reaction (see scheme; Tf=trifluoromethanesulfonyl). Preliminary studies support a mechanistically distinct pathway that involves an initial β-hydride elimination from a cationic vinyl palladium(II) intermediate, a subsequent regiospecific hydropalladation of the corresponding allene intermediate, and a final β-hydride elimination.