title: Organocatalytic asymmetric direct aldol reactions of trifluoroacetaldehyde ethyl hemiacetal with aromatic methyl ketones.
abstract: The organocatalytic asymmetric direct aldol reaction of trifluoroacetaldehyde ethyl hemiacetal with aromatic methyl ketones in the presence of a catalytic amount of (S)-5-(pyrrolidin-2-yl)-1H-tetrazole in dichloroethane at 40 °C proceeds smoothly to produce (R)-4,4,4-trifluoro-1-aryl-3-hydroxy-1-butanones in high yields with up to 90% ee.
authors.affiliation: Department of Materials Science and Technology, Faculty of Engineering, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan. funabiki@gifu-u.ac.jp
authors.forename: Kazumasa
authors.initials: K
authors.lastname: Funabiki
authors.forename: Yuya
authors.initials: Y
authors.lastname: Itoh
authors.forename: Yasuhiro
authors.initials: Y
authors.lastname: Kubota
authors.forename: Masaki
authors.initials: M
authors.lastname: Matsui
mesh_terms: D000079:Acetaldehyde / Q000737:chemistry*; D000080:Acetals / Q000737:chemistry*; D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D007659:Ketones / Q000737:chemistry*; D011759:Pyrrolidines / Q000737:chemistry; D013777:Tetrazoles / Q000737:chemistry
chemical_list: C540256:5-(pyrrolidin-2-yl)tetrazole; D000080:Acetals; D000447:Aldehydes; D007659:Ketones; D011759:Pyrrolidines; D013777:Tetrazoles; D000079:Acetaldehyde