METALATION OF BENZYLIC AMINES VIA AMINE-BORANE COMPLEXES

Authors
EBDEN MR SIMPKINS NS FOX DNA
Citation
Mr. Ebden et al., METALATION OF BENZYLIC AMINES VIA AMINE-BORANE COMPLEXES, Tetrahedron, 54(42), 1998, pp. 12923-12952
Citations number
33
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
42
Year of publication
1998
Pages
12923 - 12952
Database
ISI
SICI code
0040-4020(1998)54:42<12923:MOBAVA>2.0.ZU;2-7
Abstract
Formation of borane complexes of N,N-dimeihylbenzylamine, N,N-dimethyl (1-naphthyl)methylamine, N,N-dimethyl(2-naphthyl)methylamine, N -methy ltetrahydroisoquinoline and N-methylisoindoline facilitates regioselec tive metallation of these systems using BuLi, giving intermediate benz ylic anions which react with a range of electrophiles to give products in good yield. (C) 1998 Elsevier Science Ltd. All rights reserved.