The Journal of Organic Chemistry · 2005 · 96 citations · 30 references
Natural SciencesChemical EngineeringChemistryCatalysisGreen ChemistryOrganic ChemistryCatalyst DesignCatalyst PreparationCatalyst SynthesisCatalytic MaterialsSupported CatalystsBenign CatalystsChemoselective SynthesisDeprotection StrategyMild Reaction ConditionsSelective DeprotectionSilica SupportsSilyl Ether DeprotectionStability Under Reaction Conditions
An environmentally benign PMA supported on SiO(2) is found to be an efficient catalyst for the chemoselective deprotection of TBDMS ethers under very mild conditions. Various labile functional groups such as isopropylidene acetal, OTBDPS, OTHP, Oallyl, OBn, alkene, alkyne, OAc, OBz, N-Boc, N-Cbz, N-Fmoc, mesylate, and azide are found to be stable under the reaction conditions. This "truly catalytic" heterogeneous reaction does not require aqueous workup, and the supported catalyst and the solvent can be readily recovered and recycled.
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Catalysis by heterogeneous supported heteropoly acid
Y. IZUMI · Journal of Catalysis · 1983 · 275 citations