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Unsymmetrical ferrocenylethylamine-derived monophosphoramidites: highly efficient chiral ligands for Rh-catalyzed enantioselective hydrogenation of enamides and alpha-dehydroamino acid derivatives
Authors:Zeng Qing-Heng  Hu Xiang-Ping  Duan Zheng-Chao  Liang Xin-Miao  Zheng Zhuo
Institution:Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, China.
Abstract:reaction: see text] A new family of unsymmetrical ferrocenylethylamine-derived monophosphoramidites were synthesized and successfully applied in the Rh-catalyzed enantioselective hydrogenation of a range of enamides and alpha-dehydroamino acid esters, and ee values of up to 99.5% were obtained for both types of substrate. These results suggest that unsymmetrical amine-derived monophosphoramidites can also exhibit excellent enantioselectivity for a broad range of substrates, comparable to or higher than those of the most efficient symmetrical amine-derived monophosphoramidites reported thus far.
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