1. Enzymatic reduction of α-substituted ketones with concomitant dynamic kinetic resolution
- Author
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Zhiwei Guo, Animesh Goswami, Ronald L. Hanson, Francisco González-Bobes, and Michaël D. B. Fenster
- Subjects
chemistry.chemical_classification ,Ketone ,010405 organic chemistry ,Process Chemistry and Technology ,Bioengineering ,Alcohol ,010402 general chemistry ,Dynamic resolution ,01 natural sciences ,Biochemistry ,Catalysis ,0104 chemical sciences ,Kinetic resolution ,Reduction (complexity) ,chemistry.chemical_compound ,Enzyme ,chemistry ,Organic chemistry - Abstract
Racemic α-substituted ketones were converted to the corresponding chiral alcohols with high diastereo- and enantioselectivities using enzymatic reduction with concomitant dynamic kinetic resolution. Reductions of N-protected α-amino ketones by microorganisms and commercial enzymes provided N-protected α-amino alcohols. Choice of buffer was found to be a crucial factor for the successful reduction and simultaneous dynamic resolution of an α-methyl ketone to the corresponding chiral alcohol.
- Published
- 2016