A. Chenede et al., SAMARIUM(II) IODIDE PROMOTED RING CONTRACTION OF CARBOHYDRATE-DERIVATIVES - AN EXPEDITIOUS SYNTHESIS OF FUNCTIONALIZED CYCLOPENTANES, Journal of the Chemical Society, Chemical Communications, (13), 1995, pp. 1373-1374
Aldehydo methyl pyranosides undergo ring contraction induced by treatm
ent with samarium(ii) iodide, in the presence of HMPA and tert-butyl a
lcohol, to give highly functionalised cyclopentanes.