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Visible-Light-Induced Copper-Catalyzed Asymmetric C(sp<sup>3</sup>)–C(sp<sup>3</sup>)–H Glycosylation: Access to C-Glycopeptides

Yanan Ding, Ning Li, Yan‐Chong Huang, Yang An, Yong‐Min Liang

2022Organic Letters46 citationsDOI

Abstract

Herein, a practical and highly efficient method for visible-light-induced copper-catalyzed N-aminoquinoline-directed asymmetric C(sp3)–C(sp3)–H glycosylation was reported. At the same time, C(sp3)–C(sp3)–H glycosylation of nondeoxysugars with amino acids to construct C-glycopeptides was achieved. This approach promoted the synthesis of various C-glycopeptides and provided a new model for the synthesis of C-glycoamino acids.

Topics & Concepts

GlycopeptideChemistryGlycosylationCatalysisCopperCombinatorial chemistryAmino acidStereochemistryOrganic chemistryBiochemistryAntibioticsCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCarbohydrate Chemistry and Synthesis
Visible-Light-Induced Copper-Catalyzed Asymmetric C(sp<sup>3</sup>)–C(sp<sup>3</sup>)–H Glycosylation: Access to C-Glycopeptides | Litcius