SYNTHESIS OF ARISTOTELIA-TYPE ALKALOIDS .8. TOTAL SYNTHESES OF (-MAKONINE, (+)-ARISTOTELINONE, AND (+)-11,12-DIDEHYDROARISTOTELINE())

Authors
STAHL R GALLI R GULLER R BORSCHBERG HJ
Citation
R. Stahl et al., SYNTHESIS OF ARISTOTELIA-TYPE ALKALOIDS .8. TOTAL SYNTHESES OF (-MAKONINE, (+)-ARISTOTELINONE, AND (+)-11,12-DIDEHYDROARISTOTELINE()), Helvetica Chimica Acta, 77(8), 1994, pp. 2125-2132
Citations number
25
Categorie Soggetti
Chemistry
Journal title
Helvetica Chimica Acta → ACNP
ISSN journal
0018019X
Volume
77
Issue
8
Year of publication
1994
Pages
2125 - 2132
Database
ISI
SICI code
0018-019X(1994)77:8<2125:SOAA.T>2.0.ZU;2-9
Abstract
The oxidative transformation of synthetic (+)-aristoteline ((+)-6) int o other metabolites which had been isolated from Arislotelia species w as investigated. Thus, treatment of (+)-6 with I? as the single oxidan t furnished the naturally occurring indole alkaloids (+)-makonine ((+) -9), (+)-aristotelinone ((+)-11), or (+)-11,12-didehydro-aristoteline ((+)-7) in good yields, the selectivity of the oxidation process depen ding on the chosen reaction conditions.