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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 15, 1985 - Issue 3
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Original Articles

Adamantyldimethylsilyl Ethers

Erich Wanek Department of Chemistry, Loker Hydrocarbon Research Institute University of Southern California University Park Los, Angeles, California, 90089-1062
,
Yi-Ming Pai Department of Chemistry, Loker Hydrocarbon Research Institute University of Southern California University Park Los, Angeles, California, 90089-1062
&
William P. Weber Department of Chemistry, Loker Hydrocarbon Research Institute University of Southern California University Park Los, Angeles, California, 90089-1062
Pages 185-194 | Published online: 05 Dec 2006
 
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Abstract

Adamantyldimethylsilyl ethers, prepared by reaction of the chloride with alcohols in DMF/imidazole or by [Ph3P]3RhCl catalyzed reaction of adamantyldimethylsilane with alcohols, are comparable in stability to t-butyldimethylsilyl ethers. Their hydrolysis yields the alcohol and adamantanyldimethylsilanol. Methods to convert the silanol back to the chloride or silane are given.

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