Original reactions of α,α-dithio aryl alkanes with butyllithiums

  • Krief A
  • Kenda B
  • Barbeaux P
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Abstract

Thioacetals derived from aroamtic ketones react with butyllithiums already -78°C and produce via a redcutive process the corresponding α-thiobenzyllithiums in high yields. The same reaction also takes place selectively, under suitable conditions, with the thioacetals deived from benzaldehyde on which a competing metallation reaction is also possible. These observations clearly show that thioacetal functionality is not asutiable protecting group against alkyllithiums for aromatic carbonyl compounds. © 1991.

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Authors

  • Alain Krief

  • Benoǐt Kenda

  • Phillippe Barbeaux

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