Synthesis and antimalarial activity of febrifugine derivatives.

…, H Abe, HS KIM, Y Wataya, T Harayama

Index: Takeuchi, Yasuo; Abe, Hitoshi; Harayama, Takashi Chemical and Pharmaceutical Bulletin, 1999 , vol. 47, # 6 p. 905 - 906

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Citation Number: 20

Abstract

The regiosomers (2a, b) of the piperidine ring of febrifugine (1a) and isofebrifugine (1b) were synthesized from 4-allyl-3-piperidone (5). Reduction of 5 afforded a mixture of the trans and cis alcohols (6a, b) without diastereoselectivity; this result differentiated it from the reduction of 2-allyl-3-piperidone (14). The antimalarial activity of 2a, b and related compounds was tested.