Pyridinium salts and dihydropyridines; mechanistic studies of the redox reaction between pyridinium salts and alkoxides in tetrahydrofuran

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Abstract
A model system for NAD-dependent redox reactions has been designed in an attempt to assess the involvement of covalent adducts as intermediates. The system consists of 3-substituted 1-n-heptylpyridinium salts and substituted benzyl alkoxides. Although covalent adducts were found in the reaction mixture, studies of substituent effects and other structural variations did not show that a covalent intermediate is on the reaction path.