Tetrahedron p. 6307 - 6332 (1994)
Update date:2022-07-30
Topics:
Largeron, M.
Vuilhorgne, M.
Potier, I. Le
Auzeil, N.
Bacque, E.
and al.
The electrochemical reduction of the picolinoyl residue of pristinamycinIA and related streptogramins was performed at a mercury cathode, in aqueous medium.The presence of a peptidic lactone residue at the amide nitrogen atom markedly modified the expected cathodic behaviour of pyridyl carboxamides: in particular, we observed the reduction of the pyridyl ring into tetrahydropyridine derivatives.Thanks to a series of model heterocyclic carboxamides, increasing steric hindrance at the amide nitrogen position was shown to lead to enhanced reduction of the heterocyclic ring.
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