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1.5.2.3.1.3 Initiation by Activation of a π-Bond

DOI: 10.1055/sos-SD-219-00174

Wang, S.-H.; Tu, Y.-Q.; Tang, M.Science of Synthesis: Applications of Domino Transformations in Organic Synthesis, (20151318.

Besides the epoxide and carbonyl functional group, a π-bond also can be used to generate a carbocation. Due to its special nucleophilicity, the π-bond is capable of reacting with various electrophiles such as a proton, Lewis acid, π-acid, or halonium to initiate a domino transformation. Similarly, such a process involving a ring-closure procedure can be terminated with a nucleophile or a rearrangement.