Chemistry - STEREO ISOMERISM Question with Solution | TestHub

Although the molecule carries four different substituents on four asymmetric bridgehead carbons, those carbons are not independent stereogenic centres : in the rigid, highly bridged adamantane framework the substituents on a bridgehead carbon cannot be exchanged without destroying the constitutional integrity of the molecule. The whole molecule behaves as having a single stereogenic element (a centre of chirality at the middle of the cage), so it exists as just one pair of enantiomers - 2 stereoisomers, not the 2⁴ = 16 predicted by the simple 2^(n) rule.