The Journal of Organic Chemistry · 2003 · 86 citations · 13 references
Natural SciencesChemistryCatalysisGreen ChemistryOrganic ChemistryCatalyst DesignCatalyst PreparationCatalyst SynthesisNatural Product DerivatizationSupported CatalystsChemoselective FunctionalizationChemoselective SynthesisDeprotection StrategyHeterogeneous Catalyst PreparationSelective Deprotection
A simple and efficient method has been developed for chemoselective deprotection of phenolic methoxymethyl (MOM) ethers using silica-supported sodium hydrogen sulfate as a heterogeneous catalyst. The conversions occur at room temperature, and the yields of the deprotected phenols are excellent. The method is suitable for deprotection of phenolic MOM ethers of multifunctional bioactive natural products.
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Todd R. Boehlow, J. Jonathan Harburn, Christopher D. Spilling · The Journal of Organic Chemistry · 2001 · 86 citations · Full text