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Synlett 1998; 1998(2): 209-211
DOI: 10.1055/s-1998-1601
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A Mild, Efficient, and Selective Method for the Desilylation of More Common Trialkylsilyl Ethers by Cerium(III) Chloride Heptahydrate and Sodium Iodide in Acetonitrile

Giuseppe Bartoli* , Marcella Bosco, Enrico Marcantoni, Letizia Sambri, Elisabetta Torregiani
  • *Dipartimento di Scienze Chimiche, via S. Agostino 1, I-62032 Camerino (MC), Italy; Fax 39 737 637345; E-mail: bartoli@ms.fci.unibo.it
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Publikationsdatum:
31. Dezember 2000 (online)

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Treatment of trialkylsilyl ethers with cerium(III) chloride heptahydrate and sodium iodide in acetonitrile provides a simple, convenient, and chemoselective process for desilylation, and the parent alcohol was obtained in high yield. The trialkylsilyl ethers have been cleaved selectively in the presence of acetate, benzyl and tetrahydropyranyl ethers.

cerium(III) chloride - protecting group - trialkylsilyl ethers - desilylation - chemoselective