cheminform abstract: stereoselective oxidation and reduction by immobilized geotrichum candidum in...

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1999 biochemical syntheses, microbiological syntheses biochemical syntheses, microbiological syntheses O 0035 50 - 041 Stereoselective Oxidation and Reduction by Immobilized Geotrichum candidum in an Organic Solvent. Cells of the title fungus Geotrichum candidum, immobilized on the water-absorbing polymer BL-100 r , catalyze the enantioselective oxidation of racemic arylethanols (I) and (III) as well as the enantioselective reduction of aryl methyl ketones (II) and (IV). The oxidation reaction proceeds in hexane in the presence of cyclohexanone and affords the corresponding ketones and pure unreacted (R)-arylethanols. The reduction reaction is best achieved using 2-hexanol as the hydrogen source in hexane and provides optically pure (S)-arylethanols. The reaction mechanism is studied by model and labelling reactions and by measuring the partition of substrates and products between hexane and the aqueous phase in the polymer. (NAKAMURA, KAORU; INOUE, YUKO; MATSUDA, TOMOKO; MISAWA, IBUKI; J. Chem. Soc., Perkin Trans. 1 (1999) 16, 2397-2402; Inst. Chem. Res., Kyoto Univ., Uji, Kyoto 611, Japan; EN) 1

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1999 biochemical syntheses, microbiological syntheses

biochemical syntheses, microbiological synthesesO 0035

50 - 041Stereoselective Oxidation and Reduction by Immobilized Geotrichumcandidum in an Organic Solvent. — Cells of the title fungus Geotrichumcandidum, immobilized on the water-absorbing polymer BL-100 r©, catalyze theenantioselective oxidation of racemic arylethanols (I) and (III) as well as theenantioselective reduction of aryl methyl ketones (II) and (IV). The oxidationreaction proceeds in hexane in the presence of cyclohexanone and affords thecorresponding ketones and pure unreacted (R)-arylethanols. The reductionreaction is best achieved using 2-hexanol as the hydrogen source in hexane andprovides optically pure (S)-arylethanols. The reaction mechanism is studiedby model and labelling reactions and by measuring the partition of substratesand products between hexane and the aqueous phase in the polymer. —(NAKAMURA, KAORU; INOUE, YUKO; MATSUDA, TOMOKO; MISAWA,IBUKI; J. Chem. Soc., Perkin Trans. 1 (1999) 16, 2397-2402; Inst. Chem. Res.,Kyoto Univ., Uji, Kyoto 611, Japan; EN)

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