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Synthesis 1985; 1985(9): 880-884
DOI: 10.1055/s-1985-31370
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A Novel Method of Crossed-Aldol Condensation: Alkylation of Trimethylsilyl Enol Ethers by Alkyl 1-Chloro-2-arylthioalkyl Ethers

M. A. Ibragimov* , M. I. Lazareva, W. A. Smit
  • *Zelinsky Institute of Organic Chemistry, Leninsky Prospect 47, Moscow, U.S.S.R.
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Publication Date:
27 September 2002 (online)

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Trimethylsilyl enol ethers 5, derived from aldehydes or ketones, react with alkyl 1-chloro-2-arylthioalkyl ethers 3 (β-arylthio-α-chloroethers, prepared in situ from vinyl ethers 1 and arenesulfenyl chlorides 2) to give the 2-alkoxy-3-arylthioalkyl ketone derivatives 6 in the presence of a Lewis acid.