Preparation of both enantiomers of (1R*, 2S*)-1-cyclohexyl-1,2-propanediol from the commercial Neuberg's ketol
- 1 January 1990
- journal article
- Published by Institute of Organic Chemistry & Biochemistry in Collection of Czechoslovak Chemical Communications
- Vol. 55 (11) , 2685-2691
- https://doi.org/10.1135/cccc19902685
Abstract
Both the optically pure enantiomers of (1R*, 2S*)-1-cyclohexyl-1,2-propanediol (II) were prepared from commercial (R)-(-)-1-phenyl-1-hydroxy-2-propanone (I; Neuberg's ketol). (1R, 2S)-(+)-1-Cyclohexyl-1,2-propanediol ((+)-II) was obtained in 19% total yield, its (1S, 2R)-enantiomer ((-)-II) in 8% yield. Both diols, as well as their precursors, enantiomeric (1R*, 2S*)-1-phenyl-1,2-propanediols (IIIa), are suitable chiral synthons.Keywords
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