Asymmetric Hydrogenation of Furan- containing Ketones over Tartaric Acid-modified Raney Nickel Catalyst

The hydrogenation of b-keto esters containing a furan unit at the conjugated position to the b-carbonyl group was carried out over a chiral heterogeneous catalyst, tartaric acid-modified Raney nickel. The hydrogenation first proceeds at the carbonyl to give optically active alcohols, but a simple substrate undergoes further hydrogenation of the furan part to produce a diastereomeric mixture of alcohols having a tetrahydrofuran moiety. This overreduction was efficiently suppressed by substitutions of a substituent at the furan part. The optical yield at the hydroxy group is in the range of 40–90%.Fil: Haruna, Noriko. Himeji Institute Of Technology; JapónFil: Acosta, Delicia Ester. Himeji Institute Of Technology; Japón. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Salta. Instituto de Investigaciones para la Industria Química. Universidad Nacional de Salta. Facultad de Ingeniería. Instituto de Investigaciones para la Industria Química; ArgentinaFil: Nakagawa, Satoshi. Himeji Institute Of Technology; JapónFil: Kohei, Yamaguchi. Himeji Institute Of Technology; JapónFil: Akira, Tai. Himeji Institute Of Technology; JapónFil: Okuyama, Tadashi. Himeji Institute Of Technology; JapónFil: Takashi, Suguimura. Himeji Institute Of Technology; Japó