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Issue 13, 1993
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Acid-catalysed transformation of α-trifluoromethanesulfonates of γ- and δ-lactones into 2,5-disubstituted homochiral tetrahydrofurans

Abstract

Excellent yields of methyl tetrahydrofuran-α-carboxylates are obtained by treatment of 2-O-trifluoromethanesulfonates (triflates) of either 1,4-or 1,5-lactones with acid in methanol; in some cases, very different tetrahydrofurans may result from acid or base treatment of a methanolic solution of the same starting material.

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Article type: Paper
DOI: 10.1039/C39930001065
Citation: J. Chem. Soc., Chem. Commun., 1993,0, 1065-1067
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    Acid-catalysed transformation of α-trifluoromethanesulfonates of γ- and δ-lactones into 2,5-disubstituted homochiral tetrahydrofurans

    J. R. Wheatley, C. J. F. Bichard, S. J. Mantell, J. C. Son, D. J. Hughes, G. W. J. Fleet and D. Brown, J. Chem. Soc., Chem. Commun., 1993, 0, 1065
    DOI: 10.1039/C39930001065

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