A concise enantioselective synthesis of antimalarial febrifugine alkaloids

Authors
Ooi, H Urushibara, A Esumi, T Iwabuchi, Y Hatakeyama, S
Citation
H. Ooi et al., A concise enantioselective synthesis of antimalarial febrifugine alkaloids, ORG LETT, 3(6), 2001, pp. 953-955
Citations number
22
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
6
Year of publication
2001
Pages
953 - 955
Database
ISI
SICI code
1523-7060(20010322)3:6<953:ACESOA>2.0.ZU;2-7
Abstract
[GRAPHICS] Reaction of (S)-2-(tert-butyldiphenylsilyloxy)-5-(mesyloxy)pentanal with hy droxylamine in allyl alcohol brought about simultaneous 1,3-dipolar cycload dition of the resulting nitrone to allyl alcohol to give three diastereoiso meric adducts, from which (+)-febrifugine and (+)-isofebrifugine, potent an timalarial alkaloids, were synthesized.