Chem. Pharm. Bull.

Chem. Pharm. Bull., 53(7),868-869, July 2005

Communications to the Editor

Concise Synthesis of dl-Febrifugine

Yasuo TAKEUCHI,^* Miyo OSHIGE, Kumiko AZUMA, Hitoshi ABE, and Takashi HARAYAMA^*

Faculty of Pharmaceutical Sciences, Okayama University; 1-1-1 Tsushima-naka, Okayama 700-8530, Japan. * To whom correspondence should be addressed. e-mail: take@pharm.okayama-u.ac.jp

Racemic compound (1) of the antimalarial agents febrifugine (d-1) was synthesized using an stereoselective Michael reaction of an ω-amidoenone (5) which was prepared by the Wittig reaction of piperidinediol (7).

Key words total synthesis; stereoselective Michael reaction; Wittig reaction; febrifugine; antimalarial activity

Communications to the Editor

Concise Synthesis of dl-Febrifugine

Yasuo TAKEUCHI,* Miyo OSHIGE, Kumiko AZUMA, Hitoshi ABE, and Takashi HARAYAMA*

Faculty of Pharmaceutical Sciences, Okayama University; 1-1-1 Tsushima-naka, Okayama 700-8530, Japan. * To whom correspondence should be addressed. e-mail: take@pharm.okayama-u.ac.jp

Yasuo TAKEUCHI,^* Miyo OSHIGE, Kumiko AZUMA, Hitoshi ABE, and Takashi HARAYAMA^*