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This reaction involves the conversion of bicyclo[3.2.1]octan-2-one (an 8-carbon ketone) to bicyclo[3.1.1]heptan-2-one (a 7-carbon ketone). This transformation is a ring contraction accompanied by th
Chemistry
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This reaction involves the conversion of bicyclo[3.2.1]octan-2-one (an 8-carbon ketone) to bicyclo[3.1.1]heptan-2-one (a 7-carbon ketone). This transformation is a ring contraction accompanied by the loss of one carbon atom. This type of reaction sequence is characteristic of a Favorskii rearrangement followed by decarboxylation.
The general steps are:
- -Halogenation: Introduce a halogen (e.g., bromine) at an -carbon of the ketone.
- Favorskii Rearrangement: React the -halo ketone with a base (e.g., or $\text{
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