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Issue 16, 1990
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Iron(III) and copper(II) catalysed transformations of fatty acid hydroperoxides: efficient generation of peroxy radicals with copper(II) trifluoromethanesulphonate

Abstract

Whereas methyl (9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoate (3) and methyl (9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11, 15-trienoate (4) are converted by FeCl3 dietherate into epoxy alcohols and chloroepoxides, catalytic amounts of copper(II) trifluoromethanesulphonate in the presence of octanoic acid under oxygen efficiently convert the second compound into hydroperoxy dioxolanes and dioxabicycloheptanes, and methyl (5Z,8Z,11Z,13E,15S)-15-hydroperoxyeicosa-5,8,11,13-tetraenoate (15-HPETE methyl ester, 18) into hydroperoxy bisdioxolanes via an 11-peroxy radical.

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Article type: Paper
DOI: 10.1039/C39900001102
J. Chem. Soc., Chem. Commun., 1990, 1102-1104

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    Iron(III) and copper(II) catalysed transformations of fatty acid hydroperoxides: efficient generation of peroxy radicals with copper(II) trifluoromethanesulphonate

    R. K. Haynes and S. C. Vonwiller, J. Chem. Soc., Chem. Commun., 1990, 1102
    DOI: 10.1039/C39900001102

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