Stereoselective Transformations of meso Bicyclic Hydrazines: Versatile Access to Functionalized Aminocyclopentanes

Bicyclic hydrazines, prepared by cycloaddition of cyclopentadiene and diazo compounds, have great synthetic potential. Numerous asymmetric transformations of these building blocks have been developed, involving the electrophilicity of their strained double bond, ring-opening reactions or skeletal rearrangements. All these transformations are fully diastereoselective, and, in some cases, enantioselective, enabling the preparation of a wide range of useful synthetic intermediates from a single precursor in a few synthetic steps.