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Beilstein J. Org. Chem. 2013, 9, 1397–1406, doi:10.3762/bjoc.9.156
Graphical Abstract
Scheme 1: Comparison of fragmentation reaction pathways of organic radical ions generated under the redox-rea...
Scheme 2: Using rearrangements of radicals and ions to distinguish mechanistic pathways for ET-reactions.
Figure 1: Radical anion and cation probe substances I and II, possessing 5-hexenyl structures.
Scheme 3: Reductive ET reactions of the probe I (left) and oxidative ET reactions of probe II (right).
Scheme 4: Reaction of silyl ether 1a with Cu(OAc)2 in the absence or presence of n-Bu4NF.
Scheme 5: SmI2-promoted preparation of 1 and subsequent reaction with CuX2.
Scheme 6: Reaction of cyclopropanol 1b with Cu(OAc)2.
Scheme 7: Plausible reaction pathways for the reaction of 1b with Cu(OAc)2.
Scheme 8: Reaction of cyclopropanol 1b with various copper(II) salts (CuX2).
Scheme 9: Formation of acetoamide 16 from the cation 13.
Scheme 10: Reaction of cyclopropanol 1c with various copper(II) salts (CuX2).
Scheme 11: Reaction of cyclopropanol 1d with various Cu(OAc)2.
Scheme 12: Comparison of reaction pathways of ring-expanded radical 27 and 28.