β-Glycosyl Trifluoroborates as Precursors for Direct α-C-Glycosylation: Synthesis of 2-Deoxy-α-C-glycosides.
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DOI: 10.1021/acs.orglett.1c00402
Abstract: C-Glycosides are metabolically stable mimics of natural O-glycosides and are expected to be useful tools for investigation of the biological functions of glycans. Here, we describe the synthesis of a series of aryl and vinyl… read more here.
Keywords: glycosylation synthesis; trifluoroborates precursors; direct glycosylation; precursors direct ... See more keywords
Palladium-Catalyzed Direct C-H Glycosylation of Free (N-H) Indole and Tryptophan by Norbornene-Mediated Regioselective C-H Activation.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02537
Abstract: We describe the palladium-catalyzed direct C-H glycosylation of free N-H indole or tryptophan for the stereoselective synthesis of 2-glycosylindoles and tryptophan-C-glycosides. This reaction relies on the ortho-directing transient mediator norbornene, which underwent regioselective C-H functionalization… read more here.
Keywords: palladium catalyzed; indole; catalyzed direct; direct glycosylation ... See more keywords