title: Preparation of highly optically pure homochiral sulfide-containing alcohols via oxazaborolidine-catalyzed asymmetric borane reduction of ketones.
abstract: Highly optically pure homochiral 1-(4-alkylthiophenyl) alcohols were prepared efficiently and practically via the oxazaborolidine-catalyzed asymmetric borane reduction of prochiral ketones in toluene at 25 degrees C. The coordination of the sulfur atom in the ketones to the boron atom in the catalyst and borane can be inhibited under these reduction conditions.
authors.affiliation: Deparment of Chemical Biology, College of Chemistry and Molecular Engineering, Peking University, Beijing, P R China. jia_xu_99@yahoo.com
authors.forename: Jiaxi
authors.initials: J
authors.lastname: Xu
authors.forename: Tiezheng
authors.initials: T
authors.lastname: Wei
authors.forename: Jiakun
authors.initials: J
authors.lastname: Xia
authors.forename: Qihan
authors.initials: Q
authors.lastname: Zhang
authors.forename: Hesong
authors.initials: H
authors.lastname: Wu
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry*; D001880:Boranes / Q000737:chemistry; D001895:Boron / Q000737:chemistry; D001896:Boron Compounds / Q000737:chemistry*; D002384:Catalysis; D002621:Chemistry / Q000379:methods*; D007659:Ketones / Q000737:chemistry*; D008956:Models, Chemical; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism; D013440:Sulfides / Q000737:chemistry*; D013696:Temperature
chemical_list: D000438:Alcohols; D001880:Boranes; D001896:Boron Compounds; D007659:Ketones; D013440:Sulfides; D001895:Boron