title: 3-substituted BINOL Schiff bases and their reductive products for catalytic asymmetric addition of diethylzinc to aldehydes.
abstract: Three new chiral 3-substituted BINOL Schiff bases and their reductive 3-arylaminomethyl BINOL products have been synthesized and used for the asymmetric addition reaction of diethylzinc to aldehydes in the presence of titanium tetraisopropoxide. The reaction provided optically active secondary alcohols in high yield (86-100%) and good enantioselectivity (up to 92% ee).
authors.affiliation: State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, People's Republic of China.
authors.forename: Bing
authors.initials: B
authors.lastname: Liu
authors.forename: Zhi-Bing
authors.initials: ZB
authors.lastname: Dong
authors.forename: Cao
authors.initials: C
authors.lastname: Fang
authors.forename: Hai-Bin
authors.initials: HB
authors.lastname: Song
authors.forename: Jin-Shan
authors.initials: JS
authors.lastname: Li
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D007202:Indicators and Reagents; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D009284:Naphthols / Q000138:chemical synthesis / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry; D010084:Oxidation-Reduction; D012545:Schiff Bases / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; C406944:BINOL, naphthol; D007202:Indicators and Reagents; D008024:Ligands; D009284:Naphthols; D009942:Organometallic Compounds; D012545:Schiff Bases; C454811:diethylzinc