Abstract

β-Carboline imine reductions mediated by Saccharomyces bayanus have been described achieving moderate to good enantiomeric excesses of the amine products. The enantiomeric excesses of the bioreduction showed a dependence on the imine substituents. Compounds presenting C 1–C 11 aliphatic substituent groups afforded amines with an ( S)-configuration, whereas C 15 and higher aliphatic- and aromatic-substituted β-carboline imines achieved inversion of the configuration in the final ( R)- 2 amine products. Based on this data, a model for the Saccharomyces reduction is proposed.

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