Productive trapping of NAD-type radicals. Non-biomimetic reduction of pyridinium salts.
One-electron reduction of pyridinium salts (NAD+ analogues) generates dihydropyridyl radicals which may then be engaged in radical addition processes to regioselectively form gamma-substituted dihydropyridines.
Lavilla
Rodolfo
R
Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, Av. Joan XXIII sn, 08028 Barcelona, Spain. lavilla@farmacia.far.ub.es
Bernabeu
M Carmen
MC
Brillas
Enric
E
Carranco
Inés
I
Díaz
José Luis
JL
Llorente
Nereida
N
Rayo
Marta
M
Spada
Alessandro
A
D004583:Electrons; D005609:Free Radicals; D007700:Kinetics; D008956:Models, Chemical; D009243:NAD; D009536:Niacinamide / Q000031:analogs & derivatives; D010084:Oxidation-Reduction; D011726:Pyridinium Compounds / Q000737:chemistry*
D005609:Free Radicals; D011726:Pyridinium Compounds; D009243:NAD; D009536:Niacinamide