The sodium borohydride–(L)-tartaric acid system is effective for the asymmetric reduction of prochiral ketones if they are functionalized on the α- or β-carbon with a group that can chelate to the chirally modified borohydride.
M. Yotagai and T. Ohnuki, J. Chem. Soc., Perkin Trans. 1, 1990, 1826 DOI: 10.1039/P19900001826
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