Anhydro sugars cleavage

The reductive cleavage of terminal anhydro sugar derivatives also gives w-deoxy sugars.200-207... 

D. R. Hicks, R. Ambrose, and B. Fraser-Reid, Lithium dimethyl cuprate cleavage of diastereomeric 2,3-anhydro sugars a route to 2- and 3-C-methyl hex-2-enopyranosides,... 

T. Trnka and M. Cerny, Syntheses with anhydro sugars. 10. Cleavage of the oxirane ring in 1,6 2,3- and l,6 3,4-dianhydro-/i-i)-hexopyranoses with potassium hydroxide and sulfuric acid, Collect. Czech. Chem. Commun., 36 (1971) 2216-2225. 

Products of Cleavage of 2,3-Anhydro Sugars by Magnesium Halide... 

Reductive cleavage (triethylsilane-trimethylsilyl triilate) of the isopropylidene derivatives 17 gives anhydro-sugars 18. The OH-2 groups in 18 have been further converted to mediates and displaced with purine bases or azide (further converted into a pyrimidine ring) to lead to nucleoside analogues. ... 

Since the introduction of lithium aluminum hydride for the cleavage of sugar epoxides,M its use in this route to 3-deoxy sugars has become the method of choice. Thus, treatment of methyl 2,3-anhydro-4,6-0-benzyli-dene-a-D-mannopyranoside with lithium aluminum hydride affords methyl... 

A number of methods available for the synthesis of 2- and 3-desoxy-sugars depend upon the cleavage by various reagents of a 2,3-anhydro ring in alkyl aldosides. An anhydro ring of this type can theoretically cleave in two ways, giving rise to two different products, e. g.,... 

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