Copper(II)-salt-promoted oxidative ring-opening reactions of bicyclic cyclopropanol derivatives via radical pathways.
Copper(II)-salt-promoted oxidative ring-opening reactions of bicyclic cyclopropanol derivatives were investigated. The regioselectivities of these processes were found to be influenced by the structure of cyclopropanols as well as the counter anion of the copper(II) salts. A mechanism involving rearrangement reactions of radical intermediates and their competitive trapping by copper ions is proposed.
Department of Chemistry, Faculty of Science, Niigata University, Ikarashi-2 8050, Niigata 950-2181, Japan.
Eietsu
E
Hasegawa
Minami
M
Tateyama
Ryosuke
R
Nagumo
Eiji
E
Tayama
Hajime
H
Iwamoto
copper(II) salt; cyclopropanol; electron transfer; free radical; radical ion probe