161121-02-4Relevant articles and documents
Wickerhamomyces subpelliculosus as whole-cell biocatalyst for stereoselective bioreduction of ketones
Bódai, Viktória,Nagy-Gy?r, László,?rkényi, Róbert,Molnár, Zsófia,Kohári, Szabolcs,Erdélyi, Balázs,Nagymáté, Zsuzsanna,Romsics, Csaba,Paizs, Csaba,Poppe, László,Hornyánszky, Gábor
, p. 206 - 214 (2016/12/09)
Newly isolated strains of Wickerhamomyces subpelliculosus were recognized as excellent whole-cell biocatalyst for bioreduction of various ketones. The biocatalytic properties of the new strains were demonstrated in this study by stereoselective bioreduction of acetophenone 1a, 2-heptanone 1b, phenylacetone 1c, 3,4-dimethoxyphenylacetone 1d and 1-cyclopropyl-2-(2-methoxy-4-nitrophenoxy)ethanone 1e. Our study is the first report on application of W. subpelliculosus as whole-cell biocatalyst for stereoselective bioreduction of prochiral ketones. In these processes, both the freshly harvested cell paste and the lyophilized cell powder were tested as biocatalyst using glucose or 2-propanol at various concentrations as cosubstrates for cofactor regeneration. The newly isolated strains of W. subpelliculosus showed diverse characteristics, including optimal pH, temperature and organic solvent tolerance. Bioreductions of phenylacetone 1c applying glucose as cosubstrate under various mild conditions resulted (S)-1-phenylpropanol [(S)-2c] in good to excellent conversion (c = 63.4%–99.9%) with excellent enantiomeric excess [ee(S)-2c = 98.7%–99.8%].
Organocatalytic approach to (s)-1-arylpropan-2-ols: Enantioselective synthesis of the key intermediate of antiepileptic agent (-)-talampanel
Sawant, Rajiv T.,Waghmode, Suresh B.
experimental part, p. 2269 - 2277 (2010/09/11)
An efficient organocatalytic route for the preparation of enantioselective synthesis of (S)-1-arylpropan-2-ols derivatives, including the key intermediate of antiepileptic agent (-)-talampanel is described. The key steps involved are L-proline-catalyzed a
Stereoselective production of (S)-1-aralkyl- and 1-arylethanols by freshly harvested and lyophilized yeast cells
Erdelyi, Balazs,Szabo, Antal,Seres, Gabor,Birincsik, Laszlo,Ivanics, Jozsef,Szatzker, Gabor,Poppe, Laszlo
, p. 268 - 274 (2007/10/03)
Substituted (S)-1-phenyl- 2a-h and (S)-1-benzyl-propan-2-ols 4a and b, and (S)-1-phenylethanol 6 were produced from prochiral ketones 1a-h, 3a,b and 5 by reductions with freshly harvested Zygosaccharomyces rouxii and Debaryomyces hansenii cells. The bioreductions were also performed by lyophilized cells. Comparison of the secondary alcohols from the bioreductions 2b-e,g,h and 4a and authentic (S)-alcohols (S)-2b-e,g,h and (S)-4a synthesized from enantiopure (S)-methyloxirane 7 proved the absolute configuration of the products.