The enantioface-differentiating (asymmetric) hydrogenation of various methyl ketones (R–COCH3) was carried out over the Raney nickel catalyst modified with (R,R)-tartaric acid and sodium bromide. The presence of an appreciable amount of carboxylic acid in the reaction system was indispensable for a high optical yield. The highest optical yield (74%) was obtained in the hydrogenation of 3,3-dimethyl-2-butanone in the presence of pivalic acid.
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Osawa et al. (1984) studied this question.
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