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Irradiation of esters of N-hydroxy-2-thiazolinethione under air or oxygen at room temperature in the presence of tert-dodecanethiol affords the corresponding nor-alcohols after a reductive work-up.
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.
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