Asymmetric reduction of α-ketoesters with Hantzsch esters (dialkoxycarbonyldihydropyridines)
Abstract
Single and double asymmetric inductions were achieved by the reduction of pyruvates and benzoylformates with 2,6-dimethyl-3,5-dialkoxycarbonyl-1,4-dihydropyridine in the presence of a mono-ionised zinc species; differentiation is made between enantiotopic faces of the substrate carbonyl by diastereotopic hydrogen, and between diastereotopic faces by equivalent and diastereotopic hydrogen.