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Organocatalytic Enantioselective Friedel‐Crafts Alkylation Reactions of Pyrroles

Daniel Gaviña, Marcos Escolano, Javier Torres, G. Alzuet, María Sánchez‐Roselló, Carlos del Pozo

2021Advanced Synthesis & Catalysis51 citationsDOIOpen Access PDF

Abstract

Abstract Substituted and annulated pyrroles containing chiral centers are potentially accessible by means of an organocatalytic enantioselective Friedel‐Crafts alkylation (FCA) reaction. They are interesting compounds because of their abundant natural occurrence and their different biological activities. In comparison to indoles, for which a myriad of asymmetric procedures involving the FCA have been developed, pyrroles have been relatively less used as nucleophilic counterparts in this reaction. However, in the last two decades, huge synthetic efforts have been performed around this interesting asymmetric transformation and several methodologies have been devised. In this context, this review article provides a general overview of the organocatalytic enantioselective FCA chemistry of pyrroles, which has not been revised to date. magnified image

Topics & Concepts

Enantioselective synthesisFriedel–Crafts reactionChemistryOrganocatalysisAlkylationContext (archaeology)NucleophileOrganic chemistryCombinatorial chemistryCatalysisPaleontologyBiologyAsymmetric Synthesis and CatalysisSynthesis and Characterization of PyrrolesSynthesis of Indole Derivatives