Asymmetric Tandem Reduction of 2-(Aroylmethyl) quinolines with Phosphine-Free Ru-TsDPEN Catalyst
T Wang, G Ouyang, YM He, QH Fan
Index: Wang, Tianli; Ouyang, Guanghui; He, Yan-Mei; Fan, Qing-Hua Synlett, 2011 , # 7 p. 939 - 942
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Citation Number: 7
Abstract
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.
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