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Applications of Hantzsch Esters in Organocatalytic Enantioselective Synthesis

Ana Maria Faísca Phillips, Armando J. L. Pombeiro

2023Catalysts24 citationsDOIOpen Access PDF

Abstract

Hantzsch esters (1,4-dihydropyridine dicarboxylates) have become, in this century, very versatile reagents for enantioselective organic transformations. They can act as hydride transfer agents to reduce, regioselectively, a variety of multiple bonds, e.g., C=C and C=N, under mild reaction conditions. They are excellent reagents for the dearomatization of heteroaromatic substances, and participate readily in cascade processes. In the last few years, they have also become useful reagents for photoredox reactions. They can participate as sacrificial electron and hydrogen donors and when 4-alkyl or 4-acyl-substituted, they can act as alkyl or acyl radical transfer agents. These last reactions may take place in the presence or absence of a photocatalyst. This review surveys the literature published in this area in the last five years.

Topics & Concepts

Enantioselective synthesisReagentChemistryCombinatorial chemistryAlkylOrganic synthesisOrganic chemistryHydridePhotoredox catalysisCatalysisPhotocatalysisHydrogenRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques