Abstract: The stereospecific synthesis of a series of bridge-substituted polyhydromethanonaphthalenes is described. The nmr spectra of these compounds reveal that in all cases in which the substituent is anti to the exo-fused norbornyl ring the syn bridge proton is deshielded by that fragment. The corresponding syn-substituted epimers exhibit upfield shifts for the bridge proton although the values are generally close to those for the ...
