Thiation of 2′-deoxy-5,6-dihydropyrimidine nucleosides with Lawesson’s reagent: Characterisation of oxathiaphosphepane intermediates
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Frédéric Peyrane, Jean-Louis Fourrey, Pascale Clivio
Treatment of 2′-deoxy-3′,5′-dithexyldimethylsilyl-5,6-dihydrouridine with Lawesson’s reagent led to the expected C4-thiolated derivative together with a number of oxathiaphosphepane isomers which resulted from the heat reversible incorporation of an AnPS2 unit within the 2′-deoxyribose moiety explaining the subsequent anomerisation of the 5,6-dihydropyrimidine nucleosides.
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