Synthesis of D/L-febrifugine and D/L-isofebrifugine

Yasuo Takeuchi, Mayumi Hattori, Hitoshi Abe, Takashi Harayama

Research output: Contribution to journalArticle

49 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)1814-1818
Number of pages5
JournalSynthesis
Issue number10
DOIs
Publication statusPublished - Jan 1 1999

Keywords

  • Antimalarial agent
  • Claisen rearrangement
  • Febrifugine
  • Isofebrifugine
  • Stereoselective reduction

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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