Aldehydo methyl pyranosides undergo ring contraction induced by treatment with samarium(II) iodide, in the presence of HMPA and tert-butyl alcohol, to give highly functionalised cyclopentanes.
A. Chénedé, P. Pothier, M. Sollogoub, A. J. Fairbanks and P. Sinaÿ, J. Chem. Soc., Chem. Commun., 1995, 1373 DOI: 10.1039/C39950001373
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