Abstract:
Reaction of ethyl-ethyl-thiomethylsulfoxide with
2,3-O-isopropylidene-D-glyceraldehyde, gives the corresponding C-alkilation
products as a mixture of isomeric sulfoxides. Lithium aluminum hydride
reduction of sulfoxides having D-erythro configuration produced 3,4-O-isopropylidene-D-erythrose
diethylmescaptal and 2-deoxy-2,3-O-isopropilidene-D-glycero-tetrose diethylmercaptal.
The treatement of sulfoxides with tiphenylphophine in carbon tetrachloride
produved 2-chloro-2-deoxy-3,4-O-isopropylidene-D- threose and D-erytrose
dietylmercptals.