Collect. Czech. Chem. Commun. 1981, 46, 2709-2715

The synthesis of cyclopentane derivatives with a relation to prostanoic acid

Stanislav Doležal and Jiří Jarý

Laboratory of Monosaccharides, Prague Institute of Chemical Technology, 166 28 Prague 6


A synthesis of 2-(ω-acetoxyalkyl)-2-cyclopenten-1-ones II was worked out. By radical addition of alkanoic acids to cyclopentenones II and to esters of ω-(2-oxo-5-cyclopentenyl)alkanoic acids III 2-[3-oxo-2-(ω-acetoxyalkyl)cyclopentyl]alkanoic acids V and/or esters of ω-[5-(1-carboxyalkyl)-2-oxocyclopentyl]alkanoic acids IV were prepared. The homologues and norderivatives of prostanoic acid prepared were isolated by preparative chromatography on silica gel and their 1H NMR and IR spectra measured.