Synthesis and nuclear magnetic resonance spectra of some bridged polyhydromethanonaphthalenes. Bridge proton assignments

J Haywood-Farmer, H Malkus…

Index: Haywood-Farmer,J. et al. Journal of the American Chemical Society, 1972 , vol. 94, # 7 p. 2209 - 2218

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Citation Number: 22

Abstract

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 ...