Organic Letters · 2011 · 87 citations · 55 references
PharmacyChemistryCarbohydrate ChemistryCatalysisNatural Product BiosynthesisGlycan BiosynthesisGlycosidic Bond FormationGlycosylation PathwaysBenzoic Acid DerivativesC-glycoside SynthesisGlycal ChemistryGlycoside SynthesisStereochemistry Of GlycosidesStereoselective GlycosylationStereoselective Sugar SynthesisStereoselective Synthesis
An efficient and versatile approach for the synthesis of 2-deoxy-C-aryl glycosides is reported. This strategy is based on a palladium-catalyzed decarboxylative Heck coupling reaction of benzoic acids and glycals. A wide variety of glycals and benzoic acids have been screened, and all these reactions could afford the desired C-aryl glycoside products in moderate to good yields with exclusive regio- and stereoselectivities.
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Synthesis of Biaryls via Catalytic Decarboxylative Coupling
Lukas J. Gooßen, Guo‐Jun Deng, Laura M. Levy · Science · 2006 · 946 citations
Daisuke Tanaka, Stuart P. Romeril, Andrew G. Myers · Journal of the American Chemical Society · 2005 · 429 citations