Deamination of bridgehead amines via the nitroso-and nitroamide approach

EH White, RH McGirk, CA Aufdermarsh…

Index: White,E.H. et al. Journal of the American Chemical Society, 1973 , vol. 95, # 14 p. 8107 - 8113

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Citation Number: 33

Abstract

Abstract: 1-Norbornylamine, 1-apocamphylamine, and 1-adamantylamine have been deaminated using the nitroso-and nitroamide approach. The reaction yields carbonium ions that are reactive enough to abstract chloride ions from solvents such as methylene chloride, probably uia chloronium ion species. The norbornyl ions have a much higher reactivity than the 1-adamantyl ions as shown by the higher ratio of solvent attack to reaction with the ...