A SYNTHESIS OF PYRROLOPHENANTHRIDONE ALKALOIDS VIA CONSECUTIVE DIRECTED LITHIATION AND PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS

Authors
IWAO M TAKEHARA H OBATA S WATANABE M
Citation
M. Iwao et al., A SYNTHESIS OF PYRROLOPHENANTHRIDONE ALKALOIDS VIA CONSECUTIVE DIRECTED LITHIATION AND PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS, Heterocycles, 38(8), 1994, pp. 1717-1720
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
38
Issue
8
Year of publication
1994
Pages
1717 - 1720
Database
ISI
SICI code
0385-5414(1994)38:8<1717:ASOPAV>2.0.ZU;2-Z
Abstract
A short and convergent synthesis of pyrrolophenanthridone alkaloids, s uch as anhydrolycorin-7-one, oxoassoanine, hippadine, and pratosine, w as developed by using directed lithiation and palladium-catalyzed cros s-coupling as key reactions. Anhydrolycorin-7-one was converted to an antitumor alkaloid, kalbretorine, via directed lithiation and hydroxyl ation reactions.