Abstract The phosphine-free ruthenium complex containing chi-ral N-(p-toluenesulfonyl)-1, 2- diphenylethylenediamine (TsDPEN) showed excellent stereoselectivity in the tandem asymmetric reduction of 2-(aroylmethyl) quinolines. The reaction involves transfer hydrogenation of aromatic ketones and hydrogenation of quinolines, giving 1, 2, 3, 4- tetrahydroquinoline derivatives with up to 99% ee and 95: 5 dr.
[Carey, A. R. Edwin; Fukata, Gouki; O'Ferrall, Rory A. More; Murphy, Michael G. Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1985 , p. 1711 - 1722]