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FeCl3/C was used as an efficient and convenient promoter for glycosylation through Ferrier-type rearrangement of 3,4,6-tri-O-benzyl-D-glucal, which is a relatively unreactive substrate for this type of reaction. The method was applicable to a wide range of alcohols, especially phenols. A series of 2,3-unsaturated-O-glucosides were prepared efficiently (47–92%) by this method under mild conditions. [ABSTRACT FROM AUTHOR]

5-Hydroxymethylfurfural was conveniently synthesized by dehydration of D-fructose in a good yield. To further build bioactive derivatives from 5-hydroxymethylfurfural, 2,3-unsaturated glycosides were directly obtained through the Ferrier-rearrangement reaction of various glycals. Noticeably, a solid acid catalyst was successfully applied in the preparation of 5-hydroxymethylfurfural and then recycled to promote the Ferrier-rearrangement reaction, making it possible to achieve two steps of reaction in an eco-friendly manner through the simple process. [ABSTRACT FROM AUTHOR]