Abstract
Various 2-substituted 1,3-dithianes have been oxidized to the corresponding 1-oxides by cumene hydroperoxide in presence of a titanium complex (Ti(O-i-Pr) 4/(+)-DET/H 2O = 1/2/1) used in stoichiometric or lesser amounts. Enantioselectivity of up to 80% and excellent diastereoselectivity were achieved by a careful control of experimental conditions. The reaction temperature was found to be an important parameter. The relative stereochemistries of the new substituted monosulfoxides were determined by NMR spectroscopy.
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