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Late-stage C(sp<sup>2</sup>)–H and C(sp<sup>3</sup>)–H glycosylation of <i>C</i>-aryl/alkyl glycopeptides: mechanistic insights and fluorescence labeling

Jun Wu, Nikolaos Kaplaneris, Shao‐Fei Ni, Felix Kaltenhäuser, Lutz Ackermann

2020Chemical Science104 citationsDOIOpen Access PDF

Abstract

-aryl glycosides, while enabling the assembly of fluorescent-labeled glycoamino acids. The C-H activation approach represents an expedient and efficient strategy for peptide late-stage diversification in a programmable as well as chemo-, regio-, and diastereo-selective fashion.

Topics & Concepts

GlycosylationChemistryGlycopeptideArylFluorescenceAlkylAmino acidPalladiumPeptideStereochemistryCombinatorial chemistryCatalysisBiochemistryOrganic chemistryPhysicsQuantum mechanicsAntibioticsCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsFluorine in Organic Chemistry
Late-stage C(sp<sup>2</sup>)–H and C(sp<sup>3</sup>)–H glycosylation of <i>C</i>-aryl/alkyl glycopeptides: mechanistic insights and fluorescence labeling | Litcius