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Stereoselective Aldol and Conjugate Addition Reactions Mediated by Proline‐Based Catalysts and Its Analogues: A Concise Review

Durgesh Gurukkala Valapil, Manasa Kadagathur, Nagula Shankaraiah

2021European Journal of Organic Chemistry24 citationsDOI

Abstract

Abstract The application of amino acids and small peptides as asymmetric organocatalysts in the aldol and conjugate addition reactions is a significant breakthrough in the past decade. The desired stereoselectivity in these reactions can be attained through tunable elements of diversity present in the amino acids/peptides. On this note, the current review highlights the organocatalytic aldol and conjugate addition by proline or its analogous in the form of amide/peptide derivatives. The wide‐ranging works of literature are classified based on the use of single amino acid or peptides as a catalyst. The designing of the aforementioned amide/amino acid/peptide catalyst, including their recent applications, is also detailed. Moreover, the analogous catalysts are also discussed, embedding other hetero‐organic functionalities that mimic the catalytic activity of proline in aldol/conjugate additions.

Topics & Concepts

Aldol reactionChemistryConjugateProlineAmino acidAmideStereoselectivityCatalysisCombinatorial chemistryEnantioselective synthesisPeptideOrganocatalysisAddition reactionPeptidomimeticOrganic chemistryStereochemistryBiochemistryMathematicsMathematical analysisChemical Synthesis and AnalysisAsymmetric Synthesis and CatalysisChemical Synthesis and Reactions
Stereoselective Aldol and Conjugate Addition Reactions Mediated by Proline‐Based Catalysts and Its Analogues: A Concise Review | Litcius