- Kinetic resolution of 1,2-diols through highly site- and enantioselective catalytic silylation
-
(Chemical Equation Presented) Resolved to silylate: A chiral silylation catalyst is used for kinetic resolution of three classes of acyclic 1,2-diols. The catalyst differentiates, with excellent precision, between the two hydroxy groups of a substrate. The majority of the diols, obtained in high enantiomeric purity, cannot be accessed with similar stereochemical purity through catalytic asymmetric dihydroxylation.
- Zhao, Yu,Mitra, Aurpon W.,Hoveyda, Amir H.,Snapper, Marc L.
-
p. 8471 - 8474
(2008/09/18)
-
- PREPARATION OF BOTH ENANTIOMERS OF (1R*, 2S*)-1-CYCLOHEXYL-1,2-PROPANEDIOL FROM THE COMMERCIAL NEUBERG'S KETOL
-
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 19percent total yield, its (1S,2R)-enantiomer ((-)II) in 8percent yield.Both diols, as well as their precursors, enantiomeric (1R*,2S*)-1-phenyl-1,2-propanediols (IIIa), are suitable chiral synthons.
- Cervinka, Otakar,Struzka, Vladimir
-
p. 2685 - 2691
(2007/10/02)
-