Selective Homogeneous Hydrogenation of 3-Oxo-1,4-diene Steroids. III. On the Formation of Saturated 5α-Ketone in the Hydrogenation Catalyzed by Dichlorotris(triphenylphosphine)ruthenium
Year: 1975
Type: article
Abstract: Hydrogenation of 1,4-androstadiene-2,17-dione (1) with RuCl2(Ph3P)3 gives some saturated 5α-ketone together with 4-androstene-3,17-dione (2). The ratio of 2 to the saturated ketone formed increases almost in proportion to hydrogen pressure. The rate dependence upon hydrogen pressure has been shown to be first-order for formation of 2 and zero-order for formation of the saturated ketone. A mechanism which involves a 1,5-hydride shift at an intermediate species is proposed for the stereoselective formation of the 5α-ketone.
DOI: 10.1246/bcsj.48.2852
Authors: Shigeo Nishimura, Tomio Ichino, Akira Akimoto, Kiyoshi Tsuneda, Hiromu Mori
Institution: Tokyo University of Agriculture and Technology
Language: English
Subfield: Inorganic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: bronze
OpenAlex ID: W1978023751