Co-host: The Chemical Society of Japan, The Society of Synthetic Organic Chemistry, Japan (Cooperation)
Alkylideneallyl cation intermediate can be readily generated by the ring-opening reaction of alkylidenecyclopropanone silyl acetal in the presence of Lewis acid. The ring-opening reaction in the presence of carbon nucleophiles gave trapping products. Reaction with allyl stannane gave allylic adducts, and silyl enol ether gave a 3 + 2 adduct. A 3 + 4 adduct was also obtained by the reaction with furan. The reaction mechanism of the cycloadditions will be discussed in addition to the reagioselectivity of nucleohilic addition to the alkylideneallyl cation intermediate.
