Litcius/Paper detail

Stereoselective alkyl<i>C</i>-glycosylation of glycosyl esters<i>via</i>anomeric C–O bond homolysis: efficient access to<i>C</i>-glycosyl amino acids and<i>C</i>-glycosyl peptides

Anrong Chen, Shiyin Zhao, Yang Han, Zhenghong Zhou, Bo Yang, Lan‐Gui Xie, Maciej A. Walczak, Feng Zhu

2023Chemical Science62 citationsDOIOpen Access PDF

Abstract

A novel photoredox-catalyzed radical conjugate addition of 1,4-dihydropyridine-derived glycosyl esters and dehydroalanine derivatives via anomeric C(sp 3 )–O bond homolysis to construct C -glycosyl amino acids and peptides is for the first time described.

Topics & Concepts

GlycosylHomolysisChemistryAnomerGlycosylationAlkylStereochemistryStereoselectivityOrganic chemistryRadicalBiochemistryCatalysisCarbohydrate Chemistry and SynthesisChemical Synthesis and AnalysisRadical Photochemical Reactions