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Synlett 1992; 1992(4): 320-322
DOI: 10.1055/s-1992-21999
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New Synthesis of Tetrahydropyrans from Tetrahydrofurans

Alain Krief* , Jamal Bousbaa, Myriam Hobe
  • *Department of Chemistry, Facultés Universitaires Notre-Dame de la Paix, 61 rue de Bruxelles, B-5000, Belgium
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Publication History

Publication Date:
08 March 2002 (online)

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2-Aryltetrahydropyrans 1 (n=4), have been synthesized in two steps from tetrahydrofurans 1 (n=3) and α-selenoalkyllithiums 3, via 5-aryl-5-methylselenopentan-1-ols 4. The whole process formally involves the regioselective insertion of the carbonyl carbon of an aromatic carbonyl compound in between the C-O bond of the least substituted carbon of the heterocycle.