Synthesis of D/L-fehrifugine and D/L-isofebrifugine

Authors
Takeuchi, Y Hattori, M Abe, H Harayama, T
Citation
Y. Takeuchi et al., Synthesis of D/L-fehrifugine and D/L-isofebrifugine, SYNTHESIS-S, (10), 1999, pp. 1814-1818
Citations number
19
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
10
Year of publication
1999
Pages
1814 - 1818
Database
ISI
SICI code
0039-7881(199910):10<1814:SODAD>2.0.ZU;2-B
Abstract
Racemic compounds (1 and 2) of the antimalarial agents febrifugine (D-1) an d isofebrifugine (D-2) were synthesized using an unusual Claisen rearrangem ent of allyl enol ether 6 and the stereoselective reduction of 2-allylpiper id-3-one 8. This method is widely applicable to the synthesis of febirifugi ne derivatives.