Hydrogenation of Hindered Ketones Catalyzed by a Silica-Supported Compact Phosphine−Rh System

Kawamorita, Soichiro; Hamasaka, Go; Ohmiya, Hirohisa; Hara, Kenji; Fukuoka, Atsushi; Sawamura, Masaya

doi:10.1021/ol801996r.s001

ol801996r_si_001.pdf (1.57 MB)

Hydrogenation of Hindered Ketones Catalyzed by a Silica-Supported Compact Phosphine−Rh System

journal contribution

posted on 2008-10-16, 00:00 authored by Soichiro Kawamorita, Go Hamasaka, Hirohisa Ohmiya, Kenji Hara, Atsushi Fukuoka, Masaya Sawamura

A heterogeneous mono(phosphine)−Rh catalyst system silica-SMAP−Rh(OMe)(cod), where silica-SMAP stands for a caged, compact trialkylphosphine (SMAP) supported on silica gel, showed broad applicability toward the hydrogenation of hindered ketones. Doubly α-branched ketones such as diisopropyl ketone was hydrogenated under nearly atmospheric conditions. Di-tert-butyl ketone could be hydrogenated under more forcing conditions.