Fine-tuning monophosphine ligands for enhanced enantioselectivity. Influence of chiral hemilabile pendant groups.

@article{Zhang2004FinetuningML,
  title={Fine-tuning monophosphine ligands for enhanced enantioselectivity. Influence of chiral hemilabile pendant groups.},
  author={Aibin Zhang and T. V. RajanBabu},
  journal={Organic letters},
  year={2004},
  volume={6 9},
  pages={
          1515-7
        }
}
[reaction: see text] C(2)-Symmetric P-(2-X-aryl)-2,5-dialkylphospholanes (X = dioxolan-2-yl or dioxan-2-yl), designed on the basis of a working model for asymmetric induction, are effective ligands for the Ni(II)-catalyzed asymmetric hydrovinylation of styrenes. Excellent yields (>99%), selectivities for the desired 3-arylbutenes (>99%), high S/C ratios (>1200), and ee's (up to 91%) have been realized for a number of prototypical vinylarenes. In the dioxolane series, the selectivity depends on… Expand
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37 Citations

37 Citations

Citation Type

Citation Type

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Synthesis and catalytic applications of new chiral ferrocenyl P,O ligands
Efficient Stereoselective Synthesis of o-Functionalized P-Chirogenic Phosphines Applied to Asymmetric Catalysis
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Chiral monodentate phosphines and bulky carboxylic acids: cooperative effects in palladium-catalyzed enantioselective C(sp3)-H functionalization.
5.32 Hydrovinylation Reactions in Organic Synthesis
Chiral Cyclopentadienyl Ligands as Stereocontrolling Element in Asymmetric C–H Functionalization
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