Bicyclic Carbohydrate-Based Lactones

When the lactone function of such bicyclic systems is consumed in a ring opening reaction, the main carbohydrate cyclic backbone is maintained in the product, unlike aldonolactones. Selected recent examples will be given in this section. 

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In some sugar-based lactones, the carbohydrate moiety can serve as a chiral template. For example, the synthesis and characterisation of a novel chiral bicyclic caprolactone 1 was reported in 2003 in six steps from 1,2,5,6-di-O-isopropylidene-a-D-glucofuranose.10 The introduction of... 

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