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A new synthon for the synthesis of aminoinositol derivatives

Cokol, Nalan Korkmaz
Kaya, Serap
The regio- and stereoselective synthesis of a new synthon, trans-3,8-dioxatricyclo[,4)]octane-6,7-diamine, from 7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate is reported. Transformation of the acid functionalities to acyl azides followed by Curtius rearrangement gave the corresponding trans-diisocyanate, which was reacted with HCl to produce a trans-diamino compound that is a potentially important synthon for the versatile synthesis of aminocyclitols.