Organocatalysis as an enabling tool for enantioselective ring-opening reactions of cyclopropanes

Abstract

The rich reactivity profile of cyclopropanes has been extensively explored to trigger new organic transformations that enable unusual disconnective approaches to synthesize molecular motifs that are not easily reached through conventional reactions. In particular, the chemistry of cyclopropanes has received special attention in the last decade, with multiple new approaches that capitalize on the use of organocatalysis for the activation of the cyclopropane scaffold. This situation has also opened the possibility of developing enantioselective variants of many reactions that until now were only carried out in an enantiospecific or diastereoselective manner. Our group has been particularly active in this field, focusing more specifically on the use of aminocatalysis and Brønsted acid catalysis as major organocatalytic activation manifolds to trigger new unprecedented transformations involving cyclopropanes that add to the current toolbox of general methodologies available to organic chemists for the enantioselective synthesis of chiral compounds.