1,3-dipolar cycloaddition reactions of imines of gamma- and delta-dialdehydes: Applications to the synthesis of novel polyfunctional pyrrolizidines and indolizidines

Authors
Grigg, R Hargreves, S Redpath, J Turchi, S Yoganathan, G
Citation
R. Grigg et al., 1,3-dipolar cycloaddition reactions of imines of gamma- and delta-dialdehydes: Applications to the synthesis of novel polyfunctional pyrrolizidines and indolizidines, SYNTHESIS-S, (3), 1999, pp. 441-446
Citations number
23
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
3
Year of publication
1999
Pages
441 - 446
Database
ISI
SICI code
0039-7881(199903):3<441:1CROIO>2.0.ZU;2-W
Abstract
Combinations of imine --> azomethine ylide --> cycloaddition cascades with intramolecular reductive aminations mediated by sodium cyanoborohydride gen erates novel polyfunctional pyrrolizidines and indolizidines. The azomethin e ylides are generated from imines of monoacetals of gamma- and delta-diald ehydes via metal ion catalysis at ambient temperature.