THE DOMINO CYCLOADDITION N-ACYLIMINIUM ION CYCLIZATION CASCADE/

Authors
Citation
A. Padwa, THE DOMINO CYCLOADDITION N-ACYLIMINIUM ION CYCLIZATION CASCADE/, Chemical communications, (14), 1998, pp. 1417-1424
Citations number
80
Categorie Soggetti
Chemistry
Journal title
ISSN journal
13597345
Issue
14
Year of publication
1998
Pages
1417 - 1424
Database
ISI
SICI code
1359-7345(1998):14<1417:TDCNIC>2.0.ZU;2-J
Abstract
Various applications of the domino cycloaddition/N-acyliminium ion cyc lization cascade are reported. The key step in the process involves th e generation of a reactive N-acyliminium ion by fragmentation of an am ino substituted [4 + 2]-cycloadduct. The successful synthesis of a num ber of alkaloids by this sequence of reactions reveals the usefulness and importance of this unique domino cascade.