179927-39-0Relevant articles and documents
Samarium(II) iodide mediated intramolecular homelytic substitution at selenium: Preparation of 5-seleno-D-pentopyranose sugars from common pentose starting materials
Schiesser, Carl H.,Zheng, Shi-Long
, p. 5095 - 5098 (2007/10/03)
Treatment of 2,3,4-tri-O-benzyl-5-benzylseleno-5-deoxyribose (9) with samarium(II) iodide in THF affords 2,3,4-tri-O-benzyl-5-deoxy-5-seleno-D- ribopyranose (10) in 50% isolated yield in a process most likely involving intramolecular homolytic substitutio
Exploratory experiments with aryl telluride carbohydrates. Synthesis of carbocycles using intramolecular radical cyclization
Barton, Derek H.R.,Gero, Stephane D.,Holliday, Pascale,Quiclet-Sire, Beatrice
, p. 8233 - 8244 (2007/10/03)
The preparation of cyclohexanoids and cyclopentanoids, potential precursors of biologically interesting molecules is described. The key step of the synthesis is an exo cyclization of 5-hexenyl or 6-heptenyl radicals. The radical, generated by radical exchange from carbohydrate anisyl tellurides (D-galactose or D-arabinose) cyclized into polyhydroxylated cyclohexane or cyclopentane derivatives.