Issue 5, 1987

Total synthesis of 5(S),20- and 15(S),20-dihydroxyeicosatetraenoic acid and 5(S),6(R)-epoxy-20-hydroxy- and 14(R),15(S)-epoxy-20-hydroxyeicosatreinoic acid

Abstract

Aldehyde (1), derived from dimethyl L-malate, was exploited in a stereocontrolled total synthesis of the ω-hydroxylated eicosanoid metabolites 5(S),20- and 15(S),20-dihydroxyeicosatetraenoic acid as well as 5(S),6(R)-epoxy-20-hydroxy- and 14(R),15(S)-epoxy-20-hydroxyeicosatrienoic acid.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1987, 389-390

Total synthesis of 5(S),20- and 15(S),20-dihydroxyeicosatetraenoic acid and 5(S),6(R)-epoxy-20-hydroxy- and 14(R),15(S)-epoxy-20-hydroxyeicosatreinoic acid

S. Lumin, P. Yadagiri, J. R. Falck, J. Capdevila, P. Mosset and R. Grée, J. Chem. Soc., Chem. Commun., 1987, 389 DOI: 10.1039/C39870000389

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