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Synthesis 2023; 55(07): 1007-1041
DOI: 10.1055/s-0042-1751418
DOI: 10.1055/s-0042-1751418
review
Sugars in Multicomponent Reactions: A Toolbox for Diversity-Oriented Synthesis
We are grateful to the Institute of Eminence, University of Delhi for providing financial support under R&D program.
Abstract
Multicomponent reactions (MCRs) cover strategically employed chemical transformations that incorporate three or more reactants in one pot leading to a functionalized final product. Thus, it is an ideal tool to achieve high levels of complexity, diversity, yields of desired products, atom economy, and reduced reaction times. Sugars belong to the class of naturally occurring compounds with fascinating applications in the field of drug discovery due to the presence of various hydroxy groups and well-defined stereochemistry. However, their potential in MCRs has been realized only recently. This account describes recent advances in the synthesis of sugar-derived heterocycles synthesized by MCRs. We hope to encourage the synthetic and medicinal chemistry community to apply this powerful MCR chemistry to generate novel glycoconjugate challenges.
1 Introduction
2 Synthesis of Various Functionalized Sugar Compounds
2.1 Passerini and Ugi Multicomponent Reactions
2.2 Petasis Reaction
2.3 Hantzsch Reaction
2.4 Domino Ferrier–Povarov Reaction
2.5 Marckwald Reaction
2.6 Groebke–Blackburn–Bienaymé (GBB) Reaction
2.7 Prins–Ritter Reaction
2.8 Debus–Radziszewski Imidazole Synthesis Reaction
2.9 Mannich Reaction
2.10 A3-Coupling Reaction
2.11 [3+2]-Cycloaddition Reactions
2.12 Miscellaneous Reactions
3 Conclusion
Publication History
Received: 22 November 2022
Accepted after revision: 17 January 2023
Article published online:
02 March 2023
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