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- W1997331361 abstract "A reliable methodology, applicable on a process-scale level, for producing enantiomerically pure chiral γ-lactones by enantioselective hydrogenation of γ-ketoesters, followed by cyclisation of the resulting γ-hydroxyesters, has been developed. The multi-step procedure was transformed into a one-pot reaction. A very efficient chiral Ru-complex, based on the biheteroaromatic diphosphine ligand tetraMe-BITIOP, was developed as a catalyst, capable of coupling fast kinetics with high stereoselection levels. Its structure was fully elucidated through 31P NMR, EPR and X-ray single-crystal analyses. The optimal experimental conditions are as follows: hydrogen pressure = 30 psi, S/C ratio = 2000, 30% in weight substrate concentration. Yields are quantitative and enantiomeric excesses in the range 98–99.9%. Sensorial tests on the antipodes of two γ-lactones demonstrated the very different properties of the enantiomers." @default.
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- W1997331361 date "2004-07-01" @default.
- W1997331361 modified "2023-10-17" @default.
- W1997331361 title "Process-scale preparation of enantiomerically pure γ-lactones by asymmetric hydrogenation of γ-ketoesters and comparative tests of the sensory properties of some antipodes" @default.
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- W1997331361 doi "https://doi.org/10.1016/j.tetasy.2004.06.024" @default.
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