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Synthesis 1988; 1988(9): 725-727
DOI: 10.1055/s-1988-27689
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Polarized Ketene Dithioacetals; 71.1 Synthesis of 2,5-Substituted 3-Bis(methylthio)methylenetetrahydrofurans

A. Datta* , S. Bhattacharjee, H. Ila, H. Junjappa
  • *Department of Chemistry, North-Eastern Hill University, Shillong 793 003, Meghalaya, India
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Publikationsdatum:
18. September 2002 (online)

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Synthesis of novel 2,5-substituted 3-bis(methylthio)methylenetetrahydrofurans 4 by oxymercuration-reduction of α- bis(methylthio) methylene-γ,δ-unsaturated alcohols 2 is reported. The carbinols 2 are obtained from the corresponding allyl-(or 2-methyl-2-propenyl) acylketene dithioacetals 1 by sodium borohydride reduction or by treatment with methylmagnesium iodide.