The reduction of suitably protected furanosyl and pyranosyl halides with sodium naphthalide in tetrahydrofuran gives furanoid and pyranoid glycals. Furanosyl halides with sodium or potassium in tetrahydrofuran give 3-O-furanosyl furanoid glycals as major products.
S. J. Eitelman, R. H. Hall and A. Jordaan, J. Chem. Soc., Perkin Trans. 1, 1978, 595 DOI: 10.1039/P19780000595
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