Abstract

The conformation of several 2,3- dialkoxy -1,4- dioxanes with bulky alkoxy groups has been studied using 1H NMR techniques. For all the cis-isomers a degenerated equilibrium between the two axial-equatorial chair conformers is observed. For the trans-dineopentiloxy-, and trans- 2,3- diisopropoxy- 1,4- dioxane a clear preference for the diaxial conformer is observed. For the trans- 2,3- di -t - butoxy derivative a ca 1:1 equilibrium between the diaxial and diequatorial forms is found. These results can be interpreted on the basis of the relative degree of fulfilment for the exo-anomeric requirements in each of the compounds.

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