Strain-release Difunctionalization of C–C σ- and π-bonds of an Organoboron Ate-complex through 1,2-Metallate Rearrangement

This highlight review describes the recent development of an electrophile-triggered 1,2-metallate rearrangement organoboronic ester ate-complex, which proceeds through 1,2-difunctionalization carbon–carbon σ- and π-bonds, using strain energy as a driving force. Coupling reactions small ring carbocyclic boronic esters, such cyclopropyl-, bicyclo[1.1.0]butyl-, cyclopropenyl-boronic ester, are summarized along with proposed reaction mechanisms representative examples.