Exploratory experiments with aryl telluride carbohydrates. Synthesis of carbocycles using intramolecular radical cyclization

Article abstract of DOI:10.1016/0040-4020(96)00380-8

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.