Alkylidenecyclopropanone acetals alkylideneallyl cation

Chapter 5 by M. Fujita and T. Okuyama examines the ringopening reactions of alkylidenecyclopropanone acetals for solvolytic generation and trapping of alkylideneallyl cations (resonance hybrids of 1-vinyl-substituted vinyl cations). In Chapter 6 by V. P. Reddy et al. stable ion and computational studies of cyclobutylmethyl cations are discussed. In Chapter 7, G. I. Borodkin and V. G. Shubin discuss and... 

Generation of Alkylideneallyl Cations from Alkylidenecyclopropanone Acetals Selectivity of Reaction with Nucleophiles... 

We have recently developed a novel method for the generation of alkylideneallyl cations from alkylidenecyclopropanone acetals (8, 9). This method provides a nice opportunity to examine the selectivity of reactions of the ambident cation with various nucleophiles including siloxyalkenes (10) and furans (11). The reaction of the cation with the carbon nucleophiles gives [4 + 3] and [3 + 2] cycloaddition products as well as simple nucleophilic addition products. These results are summarized in this chapter. 

---