title: The use of trifluoroacetaldehyde ethyl hemiacetal or hydrate in a simple and practical regioselective synthesis of beta-hydroxy-beta-trifluoromethyl ketones from enamines and imines.
abstract: The reaction of trifluoroacetaldehyde ethyl hemiacetal or hydrate with an equimolar amount of enamines, derived from various methyl ketones, smoothly proceeded to give the corresponding beta-hydroxy-beta-trifluoromethyl ketones in high yields. An equimolar amount of imines derived from various methyl ketones with aliphatic, aromatic, and heteroaromatic substituents also readily reacted with trifluoroacetaldehyde ethyl hemiacetal or hydrate to afford the corresponding beta-hydroxy-beta-trifluoromethyl ketones in good to excellent yields. Difluoroacetaldehyde ethyl hemiacetal as well as pentafluoropropionaldehyde also participated in the reaction, affording good yields of the corresponding beta-hydroxy-beta-difluoromethyl or beta-pentafluoropropyl ketones.
authors.affiliation: Department of Materials Science and Technology, Faculty of Engineering, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan. kfunabik@apchem.gifu-u.ac.jp
authors.forename: Kazumasa
authors.initials: K
authors.lastname: Funabiki
authors.forename: Kei
authors.initials: K
authors.lastname: Matsunaga
authors.forename: Miwa
authors.initials: M
authors.lastname: Nojiri
authors.forename: Wataru
authors.initials: W
authors.lastname: Hashimoto
authors.forename: Hitoshi
authors.initials: H
authors.lastname: Yamamoto
authors.forename: Katsuyoshi
authors.initials: K
authors.lastname: Shibata
authors.forename: Masaki
authors.initials: M
authors.lastname: Matsui