A study on selective transformation of norbornadiene into fluorinated cyclopentane-fused isoxazolines

This work presents an examination of the selective functionalization norbornadiene through nitrile oxide 1,3-dipolar cycloaddition/ring-opening metathesis (ROM)/cross-metathesis (CM) protocols. Functionalization commercially available provided novel bicyclic scaffolds with multiple stereogenic centers. The synthesis involved cycloadditions, subsequent ROM formed cycloalkene-fused isoxazoline and CM by chemodifferentiation olefin bonds resulting alkenylated derivatives. Various experimental conditions were applied for transformations goal exploring substrate steric effects, catalyst influence furnishing corresponding functionalized, fluorine-containing