Abstract

Several monodentate phosphites derived from d-glucofuranose were prepared and examined as ligands in the rhodium catalysed enantioselective hydrosilylation of acetophenone. A substantial variation in the e.e. values, from racemic to 58% e.e., was seen depending on the nature of the phosphite ligand used and the ligand to metal ratio. The reactivity of the selected phosphite P(DAG) 3 towards [Rh(μ-Cl)(COD)] 2 and [Rh(μ-Cl)(C 2H 4) 2] 2 (DAG=(1:2;5:6)-di( O-isopropylidene)- d-glucofuranosyl) allowed the synthesis of monosubstitued Rh(Cl)(COD)P(dag) 3 and [Rh(μ-Cl)(C 2H 4)P(dag) 3] 2 complexes, and the disubstituted Rh(Cl)(P(dag) 3) 2 and Rh(Cl)(C 2H 4)(P(dag) 3) 2 complexes. This study indicated that the disubstituted compounds offer better enantioselectivities than the monosubstituted ones.

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