NADH Models in the Pyrrolopyridine Series. Role of the Cyclized Structure in the Stereocontrol of Reductions

Article abstract of DOI:10.1246/cl.1995.327

The synthesis of a chiral NADH model in pyrrolo<3,4-b>pyridine series is described and the asymmetric reduction of methyl benzoylformate is studied.Its asymmetric behavior compared with a cyclized analogue in naphthyridine series suggest that the orientation of the carbonyl group of the lactam plays an important role in the stereochemical control of the reduction.