Asymmetric synthesis of (S)-carbinoxamine. New aspects of oxazaborolidine-catalyzed enantioselective carbonyl reduction

Article abstract of DOI:10.1016/0040-4039(96)01198-7

A new process has been developed for the highly enantioselective catalytic reduction of 2-aroylpyridines and successfully applied to the synthesis of (S)-carbinoxamine (1), a therapeutically important histamine H₁ antagonist. Related enantioselective reductions of 4-aroylpyridines and ortho-substituted benzophenones are also described.