Metallation of benzylic amines via amine-borane complexes

DOI: 10.1016/S0040-4020(98)00783-2

Source and publish data:

Tetrahedron p. 12923 - 12952 (1998)

Update date:2022-07-30

Topics:

Authors:

Ebden, Mark R.

Simpkins, Nigel S.

Fox, David N.A.

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Article abstract of DOI:10.1016/S0040-4020(98)00783-2

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.

Full text of DOI:10.1016/S0040-4020(98)00783-2

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