title: Enantioselective monofluoromethylation of aldehydes with 2-fluoro-1,3-benzodithiole-1,1,3,3-tetraoxide catalyzed by a bifunctional cinchona alkaloid-derived thiourea-titanium complex.
abstract: A catalytic enantioselective monofluoromethylation of aldehydes using 2-fluoro-1,3-benzodithiole-1,1,3,3-tetraoxide (FBDT) was realized. With a bifunctional thiourea-titanium catalytic system, the monofluoromethylated-adducts were obtained in good yields and high enantioselectivities, up to 96% ee.
authors.affiliation: Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan. nozshiba@nitech.ac.jp.
authors.forename: Hai
authors.initials: H
authors.lastname: Ma
authors.forename: Kohei
authors.initials: K
authors.lastname: Matsuzaki
authors.forename: Yu-Dong
authors.initials: YD
authors.lastname: Yang
authors.forename: Etsuko
authors.initials: E
authors.lastname: Tokunaga
authors.forename: Daisuke
authors.initials: D
authors.lastname: Nakane
authors.forename: Tomohiro
authors.initials: T
authors.lastname: Ozawa
authors.forename: Hideki
authors.initials: H
authors.lastname: Masuda
authors.forename: Norio
authors.initials: N
authors.lastname: Shibata
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000470:Alkaloids / Q000737:chemistry*; D002384:Catalysis; D002929:Cinchona / Q000737:chemistry* / Q000378:metabolism; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry; D003499:Cyclic S-Oxides / Q000737:chemistry*; D005461:Fluorine / Q000737:chemistry; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry*; D014025:Titanium / Q000737:chemistry*
chemical_list: C549559:2-fluoro-1,3-benzodithiole-1,1,3,3-tetraoxide; D000447:Aldehydes; D000470:Alkaloids; D056831:Coordination Complexes; D003499:Cyclic S-Oxides; D006845:Hydrocarbons, Fluorinated; D005461:Fluorine; D014025:Titanium; D013890:Thiourea