The Oxidation of (±)-Reticuline as Studied by E.S.R Spectroscopy
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E.s.r. spectra obtained by oxidation of reticuline and closely related compounds in a flow system with cerium(IV) show chiefly the aryloxy radical derived from the 1-benzyl c-ring. The 4′-ethoxy homologue of norreticuline shows both A- and C-ring radicals in roughly equal proportions. The mechanism of intramolecular coupling is discussed, and as no evidence was obtained for the occurrence of a radical substitution reaction it is concluded that radical pairing is more likely, although this apparently happens too quickly for observation of a biradical species.
2004 ◽
Vol 52
(23)
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pp. 7051-7055
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1981 ◽
Vol 222
(1)
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pp. 89-96
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1973 ◽
pp. 220
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2018 ◽
Vol 84
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pp. 174-181
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