Partial Reduction of Pyridinium Salts as a Versatile Route to Dihydropyridones

Autor: Donohoe, T. J., Johnson, D. J., Mace, L. H., Bamford, M. J., Ichihara, O.
Zdroj: Organic Letters; February 2005, Vol. 7 Issue: 3 p435-437, 3p
Abstrakt: The addition of two electrons to a pyridinium salt turns it into a nucleophile. The intermediate generated by the reduction of such salts can be reacted successfully with a range of different electrophiles (acids, alkyl halides, and carbonyl compounds) and the intermediate hydrolyzed in situ to provide a wide range of dihydropyridones. Each position on the dihydropyridone ring is then accessible using standard synthetic manipulations.
Databáze: Supplemental Index