TY - JOUR
T1 - Iron(III) and copper(II) catalysed transformations of fatty acid hydroperoxides
T2 - Efficient generation of peroxy radicals with copper(II) trifluoromethanesulphonate
AU - Haynes, Richard K.
AU - Vonwiller, Simone C.
PY - 1990
Y1 - 1990
N2 - 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.
AB - 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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U2 - 10.1039/C39900001102
DO - 10.1039/C39900001102
M3 - Article
AN - SCOPUS:37049090152
SN - 0022-4936
SP - 1102
EP - 1104
JO - Journal of the Chemical Society, Chemical Communications
JF - Journal of the Chemical Society, Chemical Communications
IS - 16
ER -