LEWIS-ACID COMPLEXED AZACARBANIONS - NOVEL REACTIVE INTERMEDIATES OF WIDE SYNTHETIC UTILITY

Authors
KESSAR SV
Citation
Sv. Kessar, LEWIS-ACID COMPLEXED AZACARBANIONS - NOVEL REACTIVE INTERMEDIATES OF WIDE SYNTHETIC UTILITY, Pure and applied chemistry, 68(3), 1996, pp. 509-514
Citations number
20
Categorie Soggetti
Chemistry
Journal title
Pure and applied chemistry → ACNP
ISSN journal
00334545
Volume
68
Issue
3
Year of publication
1996
Pages
509 - 514
Database
ISI
SICI code
0033-4545(1996)68:3<509:LCA-NR>2.0.ZU;2-C
Abstract
The concept of facilitating alpha-deprotonation of tertiary amines by complexation with Lewis acids is described. Treatment of BF3-amine com plexes with strong bases resulted in deprotonation at benzylic, allyli c, vinylic, alpha-pyridyl and unactivated primary or secondary carbons . Reaction with electrophiles afforded easy access to compounds with i soquinoline, morphinane and quinuclidine frameworks.