Abstract
Bicyclo[3•2•2]nonan-6,8-dione has been synthesized as an example of a molecule in which the cyclohexane-1,4-dione ring is constrained to non-chair forms. The synthesis includes the double decarboxylation of the corresponding bridgehead diacid. This reaction is consistent with a new formulation of Bredt's Rule. Conformational studies suggest that the title compound exists in solution as an equilibrium mixture of two twist forms.
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