Article ID Journal Published Year Pages File Type
1390868 Carbohydrate Research 2007 4 Pages PDF
Abstract

An unprecedented acetal migration was observed when 1,2:4,5-di-O-isopropylidene-d-fructose was treated with various acyl chlorides and 1,4-diaza-bicyclo[2.2.2]octane (DABCO). 2,3:4,5-Di-O-isopropylidene-d-fructose derivatives were isolated as the only product in high to quantitative yields. The acylium cations generated in situ were speculated as the electrophilic species to initiate the migration process.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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