The Copper(I) Chloride-Catalyzed Reaction of Ketene Silyl Acetals or Silyl Enol Ethers with α-Halogen Substituted Allylsilanes to Form Carbonyl Compounds Bearing Vinylsilane Functionality

Michiharu      Mitani; Masayuki      Masuda

doi:10.2174/157017807780737273

Abstract

The CuCl-catalyzed reaction of (1-bromo-2-propenyl)trimethylsilane with silyl enol ethers or ketene silyl acetals in a CH3CN solution was studied. A new method for the preparation of ketone and ester derivatives bearing a vinylsilane functionality at the γ-position was developed.

Keywords: Copper catalysis, ketene silyl acetal, silyl enol ether, vinylsilane, addition reaction, dehalogenation reaction

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Letters in Organic Chemistry

Title: The Copper(I) Chloride-Catalyzed Reaction of Ketene Silyl Acetals or Silyl Enol Ethers with α-Halogen Substituted Allylsilanes to Form Carbonyl Compounds Bearing Vinylsilane Functionality

Volume: 4 Issue: 3

Author(s): Michiharu Mitani and Masayuki Masuda

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Keywords: Copper catalysis, ketene silyl acetal, silyl enol ether, vinylsilane, addition reaction, dehalogenation reaction

Abstract: The CuCl-catalyzed reaction of (1-bromo-2-propenyl)trimethylsilane with silyl enol ethers or ketene silyl acetals in a CH3CN solution was studied. A new method for the preparation of ketone and ester derivatives bearing a vinylsilane functionality at the γ-position was developed.

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Mitani Michiharu and Masuda Masayuki, The Copper(I) Chloride-Catalyzed Reaction of Ketene Silyl Acetals or Silyl Enol Ethers with α-Halogen Substituted Allylsilanes to Form Carbonyl Compounds Bearing Vinylsilane Functionality, Letters in Organic Chemistry 2007; 4 (3) . https://dx.doi.org/10.2174/157017807780737273