Novel chiral diols for asymmetric catalysis

At this graduate thesis, C2-symmetric diols were synthesized with >99% enantiomeric excess. Optically pure C2-symmetric (1R,2R)-1,2-bis(3,5-dibromophenyl)-ethane-1,2-diol (4) and (1R,2R)-1,2-bis(3,5-diphenylphenyl)-ethane-1,2-diol (6) were characterized by using elemental analysis, 1H-NMR, 13C-NMR, IR and mass spectral data. Synthesized chiral (4) and (6) ligands were evaluated in the enantioselective addition of diethylzinc to aromatic aldehydes in different conditions (temperature, time, catalyst, solvent). The addition of diethylzinc to benzaldehyde and sterically hindered 1-naphthaldehyde was achived with excellent enantioselectivities (97-99% ee) under catalysis with (4) and (6).