150630-52-7Relevant academic research and scientific papers
Synthesis of a monofluoro 3-alkyl-2-hydroxy-1,4-naphthoquinone: a potential anti-malarial drug
Kim, Eliana E.,Onyango, Evans O.,Fu, Liangfeng,Gribble, Gordon W.
, p. 6707 - 6710 (2015)
Monofluorinated 3-alkyl-2-hydroxy-1,4-naphthoquinone 4 was prepared in eight steps from commercially available 8-bromooctanoic acid (10). The key step involved L-proline-catalyzed three-component reductive alkylation (TCRA) of 2-hydroxy-1,4-naphthoquinone (5) with the optically active aldehyde 7.
Asymmetric syntheses of potential anti-malarial drugs designed from Fieser's 2-hydroxy-3-(2-methyloctyl)naphthalene-1,4-dione
Fisher, Louise M.,Kim, Eliana E.,Moskalev, Nicolai V.,Gribble, Gordon W.
, p. 56 - 66 (2020/10/02)
We describe asymmetric syntheses of the potential anti-malarial drugs (S)-2-(8-fluoro-2-methyloctyl)-3-hydroxynaphthalene-1,4-dione, (S)-2-hydroxy-3-(8-trifluoromethyl-2-methyloctyl)-3-hydroxynaphthalene-1,4-dione, and (S)-2-hydroxy-3-(2-methyloctyl)naphthalene-1,4-dione, which are patterned after Fieser's “10576,” known to be active against the mosquito borne parasite Plasmodium falciparum.
