Greener Approaches to Selected Asymmetric Addition Reactions Relevant to Drug Development

2021 ◽  
Vol 25 ◽  
Author(s):  
Girija S. Singh

: Asymmetric organic synthesis is of paramount importance in the development of drugs. Asymmetric addition reactions such as aldol reaction, Michael addition, and Mannich addition reactions are important carbon-carbon bond-forming reactions and have been employed in the synthesis of a broad range of biologically important molecules. Many of these reactions have been developed under solvent-free conditions or in greener solvents like water. Several reactions have been developed at room temperature or by using a non-conventional energy source such as microwave irradiation. Several greener catalysts have been developed for such reactions. The present review article discusses the application of green chemistry parameters in the development of selected asymmetric addition reactions leading to biologically important molecules during the last ten years. Asymmetric aldol reactions, asymmetric Michael reactions, and different asymmetric addition reactions involving imines such as Mannich reaction, aza-benzoin reaction, etc. in aqueous media or under solvent-free conditions have been reviewed. Application of different types of catalysts such as prolinamides, 1,2-diamines, polymer and magnetic nanoparticle-supported chiral catalysts is demonstrated.

RSC Advances ◽  
2014 ◽  
Vol 4 (51) ◽  
pp. 26563-26568 ◽  
Author(s):  
Wen Wan ◽  
Wei Gao ◽  
Guobin Ma ◽  
Lei Ma ◽  
Fan Wang ◽  
...  

Chiral bifunctional N-prolyl sulfinamide and its TFA salts were synthesized and applied in asymmetric aldol reactions under solvent-free conditions. The aldol adducts were obtained with high to excellent yields, enantioselectivities and diastereoselectivities. A matching effect between chiral proline and sulfinamide moieties was observed for the catalysts.


2022 ◽  
Vol 0 (0) ◽  
Author(s):  
Nagaraju Kerru ◽  
Suresh Maddila ◽  
Sreekantha B. Jonnalagadda

Abstract Organocatalysis has occupied sustainable position in organic synthesis as a powerful tool for the synthesis of enantiomeric-rich compounds with multiple stereogenic centers. Among the various organic molecules for organocatalysis, the formation of carbon–carbon is viewed as a challenging issue in organic synthesis. The asymmetric aldol and Michael addition reactions are the most significant methods for C–C bond forming reactions. These protocols deliver a valuable path to access chiral molecules, which are useful synthetic hybrids in biologically potent candidates and desirable versatile pharmaceutical intermediates. This work highlighted the impact of organocatalytic aldol and Michael addition reactions in abundant solvent media. It focused on the crucial methods to construct valuable molecules with high enantio- and diastereo-selectivity.


Chirality ◽  
2020 ◽  
Vol 33 (1) ◽  
pp. 22-36
Author(s):  
Gabriela Huelgas ◽  
Ratnasamy Somanathan ◽  
Julio M. Hernández Pérez ◽  
Haydee Rojas Cabrera ◽  
Maximiliano Higuera Macías ◽  
...  

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