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Universal method for trimethylsilylation of acetylenic alcohols and glycols

Authors
Journal
Journal of Organometallic Chemistry
0022-328X
Publisher
Elsevier
Publication Date
Volume
553
Identifiers
DOI: 10.1016/s0022-328x(97)00622-0
Keywords
  • Trimethylsilylation
  • Acetylenic Alcohols
  • Acetylenic Glycols

Abstract

Abstract A highly convenient universal method for trimethylsilylation of acetylenic alcohols and glycols via treatment by hexamethyldisilazane in the presence of benzoic acid sulphimide as a catalyst has been developed. The rate of trimethylsilylation of acetylenic alcohols is reduced from primary to secondary and to tertiary alcohols accordingly, as well as with the decreasing of hydroxyl nucleophylicity. The toxicity of trimethylsilyl acetylenic ethers, except 2-trimethylsiloxy-3-butyne, is much lower than that of original compounds.

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