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

Yasuo Takeuchi; Mayumi Hattori; Hitoshi Abe; Takashi Harayama

doi:10.1055/s-1999-3583

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

Yasuo Takeuchi, Mayumi Hattori, Hitoshi Abe, Takashi Harayama

Research output: Contribution to journal › Article › peer-review

50 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 language	English
Pages (from-to)	1814-1818
Number of pages	5
Journal	Synthesis
Issue number	10
DOIs	https://doi.org/10.1055/s-1999-3583
Publication status	Published - Jan 1 1999

Keywords

Antimalarial agent
Claisen rearrangement
Febrifugine
Isofebrifugine
Stereoselective reduction

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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author = "Yasuo Takeuchi and Mayumi Hattori and Hitoshi Abe and Takashi Harayama",

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doi = "10.1055/s-1999-3583",

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AU - Takeuchi, Yasuo

AU - Hattori, Mayumi

AU - Abe, Hitoshi

AU - Harayama, Takashi

PY - 1999/1/1

Y1 - 1999/1/1

N2 - 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.

AB - 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.

KW - Antimalarial agent

KW - Claisen rearrangement

KW - Febrifugine

KW - Isofebrifugine

KW - Stereoselective reduction

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

Abstract

Keywords

ASJC Scopus subject areas

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