Rodrigo S. Martins, Dr. Dávila S. Zampieri, Prof. J. Augusto R. Rodrigues, Prof. Patrícia O. Carvalho and Prof. Paulo J. S. Moran Stereoselective Oxidation of 1-Phenyl-1,2-propanediol Mediated by Microorganisms ChemCatChem 3
Rest, then have a go: The oxidation of (1R,2S)-1-phenyl-1,2-propanediol [(1S,2R)-1] using Baker's yeast gives (S)-1-phenyl-2-hydroxy-1-propanone (2) in 64 % yield and 93 % ee. Cells resting time and acetone (5 vol %) are used to improve the bio-oxidation. The oxidation is probably realized by an oxidase, which depends on molecular oxygen. A kinetic resolution experiment gave (1S,2R)-1 in>99 % ee from (±)-anti-1.
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