Solvent-Free Carbon-Oxygen Bond Formation Catalysed by CeCl3·7 H2O/NaI: Tetrahydropyranylation of Hydroxy Groups
Giuseppe Bartoli, Riccardo Giovannini, Arianna Giuliani, Enrico Marcantoni*, Massimo Massaccesi, Paolo Melchiorre, Melissa Paoletti, Letizia Sambri
*Dipartimento Scienze Chimiche, Universitą di Camerino, via S.Agostino 1, 62032 Camerino, (MC), Italy, Email: enrico.marcantoniunicam.it
G. Bartoli, R. Giovannini, A. Giuliani, E. Marcantoni, M. Massaccesi, P. Melchiorre, M. Paoletti, L. Sambri, Eur. J. Org. Chem., 2006, 1476-1482.
DOI: 10.1002/ejoc.200500780
Abstract
A mild, environmentally benign, efficient, and highly chemoselective tetrahydropyranylation of alcohols and phenols is reported, which is catalysed by the CeCl3·7 H2O/NaI system under solvent-free conditions.
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Key Words
Alcohols, Cerium, Lewis acids, Chemoselectivity, Synthetic methods, Protecting groups, Tetrahydropyran ethers
ID: J24-Y2006-850