Adamantanone
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Adamantanone is the ketone of adamantane. A white solid, it is prepared by oxidation of adamantane.[1] It is a precursor to several adamantane derivatives.[2]
Adamantanone and some related polycyclic ketones, are reluctant to form enolates. This barrier arises because the resulting carbanion cannot exist in conjugation with the carbonyl pi-bond.[3][4][5]