title: Distinctive meta-directing group effect for iridium-catalyzed 1,1-diarylalkene enantioselective hydrogenation.
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.
authors: Department of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, USA.
authors: Elizabeth N
authors: EN
authors: Bess
authors: Matthew S
authors: MS
authors: Sigman
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D006865:Hydrogenation; D007495:Iridium / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D008024:Ligands; D009943:Organophosphorus Compounds; C434331:phosphoramidite; D007495:Iridium