SynOpen (Oct 2019)

Convenient One-Pot Synthesis of Allylsilanes from Enolizable Ketones

  • Man Lung D. Kwan,
  • Paul R. Challen,
  • Quynh D.-D. Tran

DOI
https://doi.org/10.1055/s-0039-1690335
Journal volume & issue
Vol. 03, no. 04
pp. 138 – 141

Abstract

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Abstract A convenient one-pot synthesis of allylsilanes from enolizable methyl aryl ketones has been developed. The first step involves nucleophilic addition of the trimethylsilylmethyl group to ketones using the alkylation method developed by Ishihara with slight modification to generate the corresponding β-silylalkoxides. The second step entails addition of diisobutylaluminum chloride and heating at about 130 °C overnight to afford allylsilanes in fair yields.

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