Z- and E-Hydroxy enol ethers, obtained from aldoses, either by an elimination reaction followed by a reduction or by a Wittig–Horner reaction, have been epoxidized using m-chloroperbenzoic acid or the Sharpless' procedure to afford ketofuranosides. The stereochemistry of both the epoxidation and the subsequent cyclization are discussed.
A. Boschetti, L. Panza, F. Ronchetti, G. Russo and L. Toma, J. Chem. Soc., Perkin Trans. 1, 1988, 3353 DOI: 10.1039/P19880003353
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