A New, Mild Heterogeneous Catalyst for the Tetrahydropyranylation of Alcohols and Phenols

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Abstract
The hydrochloride salt of a cross-linked macroreticular poly(4-vinylpyridine) resin in bead form is an effective, yet mild acid catalyst for the tetrahydropyranylation of alcohols (primary, secondary, and tertiary) and phenols. The reaction is carried out in the presence of excess dihydropyran without the formation of troublesome oligomeric pyrans. High yields of the desired ethers are obtained even in reactions with alcohols having steric restrictions or acid sensitive amine functionalities.

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