About the timing of Wagner-Meerwein and Nametkin rearrangements, 6,2- hydride shift, proton elimination and cation trapping in 2-norbornyl carbocations

Article abstract of DOI:10.1016/S0040-4020(98)00176-8

The reaction of different substituted 2-norbomanones 1 with triflic anhydride in the presence of nitriles 6 is carried out in order to study the factors that influence on the different reaction possibilities of 2-norbomyl carbocations. The syntheses of interesting annulated pyrimidine derivatives 10 and conformationally rigid 1,3 disubstituted products are described.