CHIRAL SYNTHESIS OF(+)-FEBRIFUGINE AND(-)-ISOFEBRIFUGINE BY MEANS OF SAMARIUM DIIODIDE-PROMOTED CARBON-NITROGEN BOND CLEAVAGE REACTION

摘要

(+)-Febrifugine,a potential anti-malarial piperidine alkaloid,was synthesized from(4S)-hydroxyproline methyl ester,stereoselectively,where a samarium diiodide-promoted carbon-nitrogen bond cleavage reaction was involved as a key reaction.A stereocontrolled formal synthesis of(-)-isofebrifugine was also described.