Facile O-silylation of tertiary alcohols in the presence of Mg-metal

Citation
I. Nishiguchi et al., Facile O-silylation of tertiary alcohols in the presence of Mg-metal, SYNLETT, (7), 2000, pp. 1025-1027
Citations number
25
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
7
Year of publication
2000
Pages
1025 - 1027
Database
ISI
SICI code
0936-5214(200007):7<1025:FOOTAI>2.0.ZU;2-1
Abstract
Treatment of aliphatic alcohols with trimethylsilyl chloride (TMSCl) in N,N -dimethylformamide (DMF) containing Mg-turning at room temperature brought about facile and efficient O-silylation to give the corresponding trimethyl silyl ethers in good to excellent yields. This method can be also available for sterically hindered tert-alcohols and alcohols having a variety of sub stituents which may be labile under the basic conditions used in the conven tional O-silylation.