First catalytic asymmetric synthesis of beta-amino-beta-polyfluoroalkyl ketones via proline-catalysed direct asymmetric carbon-carbon bond formation reaction of polyfluoroalkylated aldimines.
Proline-catalysed direct asymmetric carbon-carbon bond formation reaction of polyfluoroalkylated aldimines with acetone afforded the corresponding beta-(p-methoxyphenyl)amino-beta-polyfluoroalkyl ketones in high enantioselectivities (up to 98% ee).
Funabiki
Kazumasa
K
Department of Materials Science and Technology, Faculty of Engineering, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan. kfunabik@apchem.gifu-u.ac.jp
Nagamori
Masashi
M
Goushi
Sakiko
S
Matsui
Masaki
M
D000588:Amines / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis*; D008956:Models, Chemical; D011108:Polymers / Q000737:chemistry*; D011392:Proline / Q000737:chemistry*; D013237:Stereoisomerism
D000588:Amines; D006845:Hydrocarbons, Fluorinated; D007659:Ketones; D011108:Polymers; D002244:Carbon; D011392:Proline