Preparation and some reactions of 3-endo-substituted tricyclo-[3.2.0.02,7]heptan-6-ones
Abstract
3-endo-Substituted tricyclo[3.2.0.02,7]heptan-6-ones have been prepared by treatment of 3-endo-substituted 2-exo-halogenobicyclo[3.2.0]heptan-6-ones or 5-endo-substituted 7-anti-halogenobicyclo[2.2.1]heptan-2-ones with potassium t-butoxide. The tricyclic ketones have been treated with various nucleophiles, including cyanide ion, halide ion, water, and methanol to give the corresponding 5-endo,7-anti-disubstituted bicyclo[2.2.1]heptan-2-one exclusively.