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Visible Light-Mediated Diastereoselective Synthesis of Novel Glycopeptide Mimetics
Jeimy A C Vélez1, Renan O Gonçalves1, Pedro H R Oliveira1
1Laboratory for Sustainable Organic Synthesis and Catalysis - Chemistry Department, Federal University of São Carlos - UFSCar, São Carlos, São Paulo, 13565-905, Brazil.
Abstract:
Herein, we introduce a mild and operationally simple visible-light photochemistry protocol for the synthesis of novel glycopeptide mimetics. This method capitalizes on the reaction between 1,4-dihydropyridine (DHP) containing amino acids and peptides with glycosyl nitrones, showing exceptional stereoselectivity and robust performance across a diverse array of substrates, encompassing both modified glycosides and intricate peptide structures. Furthermore, we underscore the versatility of the resultant compounds through their seamless integration and utility in bioconjugation strategies.
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