Abstract
A diastereoisomeric mixture of 5- C-trifluoromethylated analogs of d-glucuronolactone and l-iduronolactone was synthesized in a five-step procedure from 1,2- O-isopropylidene-α- d-glucofuranose. The key step involves a tandem radical trifluoromethylation—nucleophilic cyclization of a ketene dithioacetal derived from 1,2- O-isopropylidene-α- d- xylo-pentodialdo-1,4-furanose.
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