Cycloaddition reactions of aldimines of 1,5-ketoaldehydes. Applications inthe synthesis of polycyclic nitrogen heterocycles.

Authors
Grigg, R Thornton-Pett, M Yoganathan, G
Citation
R. Grigg et al., Cycloaddition reactions of aldimines of 1,5-ketoaldehydes. Applications inthe synthesis of polycyclic nitrogen heterocycles., TETRAHEDRON, 55(6), 1999, pp. 1763-1780
Citations number
24
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
6
Year of publication
1999
Pages
1763 - 1780
Database
ISI
SICI code
0040-4020(19990205)55:6<1763:CROAO1>2.0.ZU;2-6
Abstract
Aliphatic aldimines of a range of cyclic and acyclic 1,5-ketoaldehydes unde rgo metal catalysed regio- and stereo-specific imine --> azomethine ylide - -> cycloaddition cascades. Acid catalysed cyclisations of the NH group of t he pyrrolidine products onto the ketone functionality results in novel tri- and tetra-cyclic nitrogen heterocycles. (C) 1999 Elsevier Science Ltd. All rights reserved.