Several primary and secondary symmetrical diols, ranging from propane-1,3-diol to decane-1,10-diol, are selectively monoprotected by monotetrahydropyranyl ether formation catalysed by a strongly acidic ion-exchange resin (Dowex 50w × 2, 50–100 mesh) in a 3,4-dihydro-2H-pyran-hydrocarbon mixture.
T. Nishiguchi, M. Kuroda, M. Saitoh, A. Nishida and S. Fujisaki, J. Chem. Soc., Chem. Commun., 1995, 2491 DOI: 10.1039/C39950002491
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