ChemInform Abstract: Acid-Catalyzed Transformation of α-Trifluoromethanesulfonates of γ- and δ-Lactones into 2,5-Disubstituted Homochiral Tetrahydrofurans.
Abstract
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ChemInform Abstract
Reaction of the triflates (I), (IV), (VI), and (VIII) with methanol ( II) under acidic conditions leads to the formation of the methyl tetrahydrofuran-α-carboxylates (III), (V), (VII), and (IX) respectively. Treatment of the protected polyhydroxybutyrolactone (VI) with (II) in the presence of potassium carbonate, however, produces the dioxabicyclo(3.2.0)heptanecarboxylate (X). Further examples are reported in the original paper.
