Abstract

Treatment of β- d- C-glucopyranosyl phloroacetophenone in water in the presence of a catalytic amount of p-TsOH afforded a spiroketal product. This is the first demonstration of ring conversion in aryl C-glycoside. The structure of the product was determined by 1H- 1H COSY, HMQC, HMBC, NOESY, and single crystal X-ray analysis of the corresponding acetylated compound.

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