Abstract

Formation of borane complexes of N, N-dimethylbenzylamine, N, N-dimethyl(1-naphthyl)methylamine, N, N-dimethyl(2-naphthyl)methylamine, N-methyltetrahydroisoquinoline and N-methylisoindoline facilitates regioselective metallation of these systems using BuLi, giving intermediate benzylic anions which react with a range of electrophiles to give products in good yield.

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