Synthesis of Unsaturated Tricyclic Lactones. The Coupling of the Enol Triflate of β-Keto Lactones with Lithium Dimethylcuprate

A Versatile Route to 2-Substituted Cyclic 1,3-Dienes via a Copper(I)-Catalyzed Cross-Coupling Reaction of Dienyl Triflates with Grignard Reagents

“…In their investigation of couplings between vinyl triflates and allylic cyanocuprates, Lipshutz and Elworthy reported one example of a coupling with a dien-2-yl triflate. In a related study, Dieter et al15a reported one example of coupling between a dien-2-yl triflate and an α-aminoalkyl cyanocuprate. Rúveda et al coupled a dienyl triflate of a β-keto lactone with lithium dimethylcuprate 15b.…”

“…In a related study, Dieter et al15a reported one example of coupling between a dien-2-yl triflate and an α-aminoalkyl cyanocuprate. Rúveda et al coupled a dienyl triflate of a β-keto lactone with lithium dimethylcuprate 15b. It is noteworthy that these examples, and other cross-couplings between vinyl triflates and copper reagents, employ a stoichiometric amount of a lithium cuprate.…”