Tetrahedron p. 747 - 752 (1986)
Update date:2022-08-11
Topics:
Poje, M.
Sokolic-Maravic, Lea
The reaction of uric acids 1 with iodine in alkaline solution yields, on acidification, new dehydroallantoins 11, or normal oxidation products, allantoins 13, depending on whether an excess or a stoichiometric amount of oxidant was used.The structure and regiochemistry of dehydro-allantoins 11 was established by chemical, spectroscopic, and 14C-labelling methods.These experimental results, in combination with other data, generate a new mechanistic scheme for the uricolytic pathway to allantoin, ruling out the intervention of a symmetrical transition state prior to the decarboxylation step.
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