The ammonia-free partial reduction of substituted pyridinium salts.

Journal article

This paper reports a study into the partial reduction of N-alkylpyridinium salts together with subsequent elaboration of the intermediates thus produced. Activation of a pyridinium salt by placing an ester group at C-2, allows the addition of two electrons to give a synthetically versatile enolate intermediate which can be trapped with a variety of electrophiles. Furthermore, the presence of a 4-methoxy substituent on the pyridine nucleus enhances the stability of the enolate reaction product...

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Authors: Donohoe, T; Johnson, D; Mace, L; Thomas, R; Chiu, J

• Publication status: Published
• Journal: Organic and biomolecular chemistry
• Volume: 4
• Issue: 6
• Pages: 1071-1084
• Publication date: 2006-03-01
• DOI: 10.1039/b517462g
• EISSN: 1477-0539
• ISSN: 1477-0520
• Language: English
• Keywords: Ammonia; Pyridinium Compounds; Models, Molecular; Indicators and Reagents; Pyridones; Biphenyl Compounds; Oxidation-Reduction; Molecular Conformation