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For a review of 1,4-addition reaction of phosphorus nucleophiles to electron-deficient olefins, see:
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For examples of nonasymmetric addition of silylphosphines to enones, see
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For examples of nonasymmetric addition of silylphosphines to enones, see: Trepohl, V. T. and Oestreich, M. Chem. Commun. 2007, 3300
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For asymmetric hydrophosphination of enones using a stoichiomeric amount of chiral palladium complex, see:
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For asymmetric hydrophosphination of enones using a stoichiomeric amount of chiral palladium complex, see: Liu, F., Pullarkat, S. A., Li, Y., Chen, S., Yuan, M., Lee, Z., and Leung, P.-H. Organometallics 2009, 28, 3941
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34
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77952574595
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For ease of operation in the experiments, the phosphines were oxidized to the corresponding phosphine oxides for analysis
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For ease of operation in the experiments, the phosphines were oxidized to the corresponding phosphine oxides for analysis.
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77952572304
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Moderate stereoselectivities were observed for 2-cyclohexen-1-one (52% ee) and (E)-3-isopropyl-1-phenylprop-2-en-1-one (36% ee)
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Moderate stereoselectivities were observed for 2-cyclohexen-1-one (52% ee) and (E)-3-isopropyl-1-phenylprop-2-en-1-one (36% ee).
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40
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77952570139
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31P NMR experiments (see the Supporting Information for details)
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31P NMR experiments (see the Supporting Information for details).
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