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Volumn , Issue 15, 2009, Pages 2539-2547

Combinations of acidic and basic monodentate Binaphtholic phosphites as supramolecular bidentate ligands for enantioselective Rh-Catalyzed hydrogenations

Author keywords

Asymmetric catalysis; Hydrogenation; P ligands; Rhodium; Supramolecular chemistry

Indexed keywords


EID: 66149120274     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200900158     Document Type: Article
Times cited : (34)

References (58)
  • 4
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    • and references cited therein;
    • a) J. G. de Vries, L. Lefort, Chem. Eur. J. 2006, 12, 4722-4734, and references cited therein;
    • (2006) Chem. Eur. J , vol.12 , pp. 4722-4734
    • de Vries, J.G.1    Lefort, L.2
  • 9
    • 66149111698 scopus 로고    scopus 로고
    • M. T. Reetz, T. Sell, A. Meiswinkel, G. Mehler, patent application DE20021047633, application date October 11, 2002;
    • a) M. T. Reetz, T. Sell, A. Meiswinkel, G. Mehler, patent application DE20021047633, application date October 11, 2002;
  • 14
    • 41949110192 scopus 로고    scopus 로고
    • For a recent review on the use of combinations of monodentate ligands to control enantio, diastereo, and regioselectivity in transition-metal catalysis, see
    • For a recent review on the use of combinations of monodentate ligands to control enantio-, diastereo-, and regioselectivity in transition-metal catalysis, see: M. T. Reetz, Angew. Chem. Int. Ed. 2008, 47, 2556-2588.
    • (2008) Angew. Chem. Int. Ed , vol.47 , pp. 2556-2588
    • Reetz, M.T.1
  • 31
    • 61849119625 scopus 로고    scopus 로고
    • For structure elucidation of chiral hydrogenation catalysts self- assembling via hydrogen bonding and the role of the solvent used, see: a I. A. Shuklov, N. V. Dubrovina, E. Barsch, R. Ludwig, D. Michalik, A. Borner, Chem. Commun. 2009, 1535-1537;
    • For structure elucidation of chiral hydrogenation catalysts self- assembling via hydrogen bonding and the role of the solvent used, see: a) I. A. Shuklov, N. V. Dubrovina, E. Barsch, R. Ludwig, D. Michalik, A. Borner, Chem. Commun. 2009, 1535-1537;
  • 54
    • 66149114363 scopus 로고    scopus 로고
    • In the rhodium-catalyzed asymmetric hydrogenation of methyl 2-acetamidoacrylate with ligand (R)-Al-Me, a poor enantiomeric excess (47, was obtained, much lower than with ligand (R)-Al (80, The combination (R)-A1-Me/(R)-B2 gave 76% ee, to be compared with 90% ee obtained with (R)-A1/(R)-B2
    • In the rhodium-catalyzed asymmetric hydrogenation of methyl 2-acetamidoacrylate with ligand (R)-Al-Me, a poor enantiomeric excess (47%) was obtained, much lower than with ligand (R)-Al (80%). The combination (R)-A1-Me/(R)-B2 gave 76% ee, to be compared with 90% ee obtained with (R)-A1/(R)-B2.


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