Cyclic flavins with planar chirality (chiral flavinophanes) can oxidise thiols (ca. 43% enantiomeric excess) and NADH model compounds (ca. 60% enantiomeric excess) in an asymmetric manner.
S. Shinkai, T. Yamaguchi, A. Kawase, A. Kitamura and O. Manabe, J. Chem. Soc., Chem. Commun., 1987, 1506 DOI: 10.1039/C39870001506
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