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  • Title: Enantioselective synthesis of beta2-amino acids via Rh-catalyzed asymmetric hydrogenation with BoPhoz-type ligands: important influence of an N-H proton in the ligand on the enantioselectivity.
    Author: Deng J, Hu XP, Huang JD, Yu SB, Wang DY, Duan ZC, Zheng Z.
    Journal: J Org Chem; 2008 Mar 07; 73(5):2015-7. PubMed ID: 18229942.
    Abstract:
    A series of BoPhoz-type ligands were successfully applied in the rhodium-catalyzed asymmetric hydrogenation of a number of beta-substituted or unsubstituted alpha-(phthalimidomethyl)acrylates, affording good to excellent enantioselectivities. The results suggested that the presence of an N-H proton in the BoPhoz backbone could significantly improve the enantioselectivity, and ligand (Sc,Rp)-1d, bearing two CF3-groups in the 3,5-position of the phenyl ring of aminophosphino moiety, showed the highest enantioselectivity.
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