ENANTIOPURE INDOLIZIDONES AND PYRROLIZIDONES FROM MALEIC IMIDE

Citation
M. Dockner et al., ENANTIOPURE INDOLIZIDONES AND PYRROLIZIDONES FROM MALEIC IMIDE, Bulletin des Societes chimiques belges, 103(7-8), 1994, pp. 379-387
Citations number
12
Categorie Soggetti
Chemistry
ISSN journal
00379646
Volume
103
Issue
7-8
Year of publication
1994
Pages
379 - 387
Database
ISI
SICI code
0037-9646(1994)103:7-8<379:EIAPFM>2.0.ZU;2-9
Abstract
The alkylated maleic imide adducts of type 3 have been shown to underg o highly regioselective selectride reductions. As with these compounds regioselectivity in further transformations including a thermal retro process translates directly into enantioselectivity, various cyclisat ion techniques were applied. The advanced cycloadducts obtained led to the enantiopure alkaloid precursors 9, 17, 20 and 25 in very high yie ld.