Amino acids as chiral anionic ligands for ruthenium based asymmetric olefin metathesis.

@article{Ivry2015AminoAA,
  title={Amino acids as chiral anionic ligands for ruthenium based asymmetric olefin metathesis.},
  author={Elisa Ivry and Amos Ben-Asuly and Israel Goldberg and N Gabriel Lemcoff},
  journal={Chemical communications},
  year={2015},
  volume={51 18},
  pages={
          3870-3
        }
}
Several amino acid ligands were introduced into the Hoveyda-Grubbs 2nd generation complex by a facile anionic ligand exchange. The chiral pre-catalysts obtained displayed enantioselectivity in asymmetric ring-closing and ring-opening cross-metathesis reactions. Reduction of the lability of the carboxylate ligands was found to be cardinal for improving the observed enantiomeric product enrichment. 

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Part VIII. Chiral HPLC data ARCM promoted by Hoveyda-Grubbs-II: Conditions: 210nm, hexane/isopropanol 98:2, flow, 0

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ARCM product received by Ru-A at 0°C: Conditions: 210nm, hexane/isopropanol 98:2, flow, 0.6ml/min

ARCM product received by Ru-A at 0°C: Conditions: 210nm, hexane/isopropanol 98:2, flow, 0.6ml/min

ARCM product received by Ru-A in benzene with excess Boc-Ala silver salt: Conditions: 220nm, hexane/isopropanol 98:2, flow, 0

ARCM product received by Ru-A in benzene with excess Boc-Ala silver salt: Conditions: 220nm, hexane/isopropanol 98:2, flow, 0

ARCM product received by Ru-A in benzene: Conditions: 220nm, hexane/isopropanol 98:2, flow, 0.6ml/min

ARCM product received by Ru-A in benzene: Conditions: 220nm, hexane/isopropanol 98:2, flow, 0.6ml/min

ARCM product received by Ru-A with excess Boc-Ala silver salt: Conditions: 220nm, hexane/isopropanol 98:2, flow, 0.6ml/min

ARCM product received by Ru-A with excess Boc-Ala silver salt: Conditions: 220nm, hexane/isopropanol 98:2, flow, 0.6ml/min

ARCM product received by Ru-A: Conditions: 210nm, hexane/isopropanol 98:2, flow, 0.6ml/min

ARCM product received by Ru-A: Conditions: 210nm, hexane/isopropanol 98:2, flow, 0.6ml/min

ARCM product received by Ru-DA at 0°C: Conditions: 210nm, hexane/isopropanol 98:2, flow, 0.6ml/min

ARCM product received by Ru-DA at 0°C: Conditions: 210nm, hexane/isopropanol 98:2, flow, 0.6ml/min

ARCM product received by Ru-DA: Conditions: 210nm, hexane/isopropanol 98:2, flow, 0.6ml/min

ARCM product received by Ru-DA: Conditions: 210nm, hexane/isopropanol 98:2, flow, 0.6ml/min