TY - JOUR T1 - Design of a binaphthyl-based axially chiral amino acid as an organocatalyst for direct asymmetric aldol reactions. AU - Kano,Taichi, AU - Tokuda,Osamu, AU - Takai,Jun, AU - Maruoka,Keiji, PY - 2007/4/19/pubmed PY - 2007/6/1/medline PY - 2007/4/19/entrez SP - 210 EP - 5 JF - Chemistry, an Asian journal JO - Chem Asian J VL - 1 IS - 1-2 N2 - A novel and robust binaphthyl-based amino acid was designed and successfully applied to the direct asymmetric aldol reaction. In some cases, this catalyst leads to higher yields and selectivities than the well-known proline catalyst. For instance, the direct asymmetric aldol reaction of acetone with 4-nitrobenzaldehyde in the presence of the binaphthyl-based amino acid catalyst proceeded smoothly to give the aldol adduct in 82% yield with 95% ee. This catalyst was also found to catalyze effectively the reactions of cyclic or unsymmetrical ketones to give the corresponding aldol adducts with excellent diastereo- and enantioselectivities. SN - 1861-471X UR - https://www.unboundmedicine.com/medline/citation/17441057/Design_of_a_binaphthyl_based_axially_chiral_amino_acid_as_an_organocatalyst_for_direct_asymmetric_aldol_reactions_ L2 - https://doi.org/10.1002/asia.200600077 DB - PRIME DP - Unbound Medicine ER -