25548-83-8Relevant academic research and scientific papers
Biotransformations of γ-methyl-β-ketosulfones: Stereoselectivity of 3-methyl-1-(phenylsulfonyl)hexan-2-one reductions by various yeasts
Svatos, Ales,Hunkova, Zdenka,Kren, Vladimir,Hoskovec, Michal,Saman, David,Valterova, Irena,Vrkoc, Jan,Koutek, Bohumir
, p. 1285 - 1294 (1996)
The stereoselectivity of the reduction of rac-3-methyl-1-(phenylsulfonyl)hexan-2-one (1) to 3-methyl-1-(phenylsulfonyl)hexan-2-ol (2) diastereomers by more than 20 yeasts was studied. Reduction of carbonyl group in 1 proceeds with a high Re-face enantioselectivity: Candida guillermondii (98.9% e.e), C. zeylanoides (>99.9%), and Kloeckera apiculata (99.6%), respectively and the (R)-1 enantiomer usually reacted faster. The enantioselectivity was determined by GC on chiral cyclodextrine phases and absolute configurations of products were assigned by NMR spectroscopy and a chemical correlation.
