title: Direct asymmetric aldol reaction of aryl ketones with aryl aldehydes catalyzed by chiral BINOL-derived zincate catalyst.
abstract: Direct asymmetric aldol reaction of aryl ketones with aryl aldehydes catalyzed by chiral metal complex is reported for the first time herein. Two novel semicrown chiral ligands 1a and 1b were synthesized from (S)- and (R)-BINOL, respectively, and then employed to catalyze the direct asymmetric aldol addition of aryl ketones to aryl aldehydes. Introduced with 2.0 equiv of diethylzinc, 1b had higher enantioselectivity than 1a. Up to 97% yield and up to 80% enantioselectivity were achieved.
authors.affiliation: Institute of Biochemistry & Molecular Biology, School of Life Sciences, Lanzhou University, Lanzhou 730000, China.
authors.forename: Hong
authors.initials: H
authors.lastname: Li
authors.forename: Chao-Shan
authors.initials: CS
authors.lastname: Da
authors.forename: Yu-Hua
authors.initials: YH
authors.lastname: Xiao
authors.forename: Xiao
authors.initials: X
authors.lastname: Li
authors.forename: Ya-Ning
authors.initials: YN
authors.lastname: Su
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D009284:Naphthols / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D015032:Zinc / Q000737:chemistry
chemical_list: D000447:Aldehydes; C406944:BINOL, naphthol; D007659:Ketones; D009284:Naphthols; D009942:Organometallic Compounds; D015032:Zinc; C454811:diethylzinc