The Related Structure of Isosucrose

By 1920, it was recognized that a successful chemical synthesis would probably require the use of a D-fructose maintained in the proper cyclic structure by the presence of substituents. The substituent groups would have to be stable enou to survive the conditions required in condensation with a suitable D-glucose derivative, but at the same time be capable of ready removal by agents that failed to affect any sucrose 

Although the above condensations definitely failed to yield sucrose octaacetate, Irvine and his collaborators showed that they did produce, in addition to uncrystallized products, some D-glucose pentaacetate, some 

The probable configuration of isosucrose was systematically discussed by Georg,who thought that the yield was much greater when the beta anomer, rather than the equilibrium mixture or the alpha anomer, of 2,3,4,6-tetraacetyl-D-glucose was used in the condensation. Analogy with tetraacetyl-D-fructopyranosyl chloride, which yielded the acetylated 

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