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  • Title: Distinctive meta-directing group effect for iridium-catalyzed 1,1-diarylalkene enantioselective hydrogenation.
    Author: Bess EN, Sigman MS.
    Journal: Org Lett; 2013 Feb 01; 15(3):646-9. PubMed ID: 23311924.
    Abstract:
    An iridium-catalyzed asymmetric hydrogenation of 1,1-diarylkenes is described. Employing a novel, modular phosphoramidite ligand, PhosPrOx, in this transformation affords biologically relevant 1,1-diarylmethine products in good enantiomeric ratios (96.5:3.5 to 71:29). We propose that a meta-directing group, 3,5-dimethoxyphenyl, is responsible for the observed enantioselection, the highest reported, to date, for iridium-catalyzed hydrogenation of 1,1-diarylalkenes lacking ortho-directing groups.
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