A novel coenzyme NAD(P)+–NAD(P)H model with axial chirality. Its preparation and stereoselectivity
Abstract
An axially chiral NAD(P)H model 1 bearing a 2′-methoxy-1′-naphthyl group at the C-2 position is prepared; the reduction of methyl benzoylformate with the optically active model, (+)- or (–)-1, in the presence of magnesium ion gives (R)- or (S)-isomer of methyl mandelate, respectively, in over 95% enantiomeric excess.