Preparative Organic Chemistry
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ChemInform Abstract: The First Nonenzymic Stereospecific Intramolecular Reduction by an NADH Mimic Containing a Covalently Bound Carbonyl Moiety.
First published: September 22, 1987
Abstract
Treatment of the magnesium alkoxide (III) prepared from the dihydropyridine carbinol (S)-(+)-(I) with the chloride (IV) gives the adduct (V), which undergoes instantaneous conversion to the pyridinium salt (VI).
ChemInform Abstract
Treatment of the magnesium alkoxide (III) prepared from the dihydropyridine carbinol (S)-(+)-(I) with the chloride (IV) gives the adduct (V), which undergoes instantaneous conversion to the pyridinium salt (VI). Hydrolysis of (VI) leads to the mandelate (S)-(+)-(VII); the extent of stereocenter transfer from (I) being > 99%.
