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Polymethylhydrosiloxane (PMHS): A Convenient Option for Synthetic Applications of the Iodine/Silane Combined Reagent – Straightforward Entries to 2‐Hydroxyglycals and Useful Building‐Blocks of Glucuronic Acid and Glucosamine
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Citations
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References
2012
Year
Bioorganic ChemistryGlycobiologyOrganic ChemistryChemistryChemical DerivativeGlucuronic AcidCombined ReagentAbstract PolymethylhydrosiloxaneStereoselective SynthesisGlycosylationPharmacologyNatural Product SynthesisBiomolecular EngineeringOrganic Material ChemistryUseful Building‐blocksNatural SciencesConvenient OptionSynthetic TargetsMedicineSynthetic Chemistry
Abstract Polymethylhydrosiloxane (PMHS) proved to be a practically convenient alternative to triethylsilane in a large set of synthetic elaborations entailing the quick generation of glycosyl iodides with a iodine/silane combined reagent. In addition, the scope of this combined reagent was expanded to the especially fast generation of 2‐acetoxyglycals, and the rapid synthesis of useful building‐blocks of D ‐glucuronic acids and D ‐glucosamine. All the synthetic targets were obtained in especially short times either via one‐pot procedures or through experimental sequences devoid of laborious chromatographical purifications of intermediates.
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