Issue 13, 1993

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.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1993, 1065-1067

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, 1065 DOI: 10.1039/C39930001065

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