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Reagents and conditions: (i) 1-adamantanemethylamine (for 9), THF; (ii) 1-(1-adamantyl)ethylamine hydrochloride (for 10), K2CO3, THF; (iii) 3-amino-1-adamantanol (for 11), THF; (iv) 2-adamantylamine hydrochloride (for 12), K2CO3 THF; (v) 3-noradamantanamine hydrochloride (for 13), K2CO3, THF.
