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Synlett 1993; 1993(1): 25-26
DOI: 10.1055/s-1993-22333
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Silica Gel Catalyzed Addition of Benzenethiol to α,β-Epoxyalkylsilanes and Epoxides

Piotr Raubo* , Jerzy Wicha
  • *Institute of Organic Chemistry, Polish Academy of Sciences, ul. Kasprzaka 44, 01-224 Warsaw, Poland
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Publication Date:
19 March 2002 (online)

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(Trimethylsilyl)oxiranes react with benzenethiol in the presence of silica gel to give regioselectively α-adducts. Triphenylsilyl ethylene oxide in reaction with benzenethiol and silica gel affords a mixture of α and ß-adducts in a 6:1 ratio. Silica gel - catalyzed addition of benzenethiol is applied also to the representative all-carbon oxiranes.