Synthesis of D/L-febrifugine and D/L-isofebrifugine
Y Takeuchi, M Hattori, H Abe, T Harayama
Index: Takeuchi, Yasuo; Hattori, Mayumi; Abe, Hitoshi; Harayama, Takashi Synthesis, 1999 , # 10 p. 1814 - 1818
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Citation Number: 15
Abstract
Abstract: Racemic compounds (1 and 2) of the antimalarial agents febrifugine (D-1) and isofebrifugine (D-2) were synthesized using an unusual Claisen rearrangement of allyl enol ether 6 and the stereoselective reduction of 2-allylpiperid-3-one 8. This method is widely applicable to the synthesis of febirifugine derivatives. Key words: Claisen rearrangement, stereoselective reduction, febrifugine, isofebrifugine, antimalarial agent
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[Takeuchi, Yasuo; Abe, Hitoshi; Harayama, Takashi Chemical and Pharmaceutical Bulletin, 1999 , vol. 47, # 6 p. 905 - 906]