Unsymmetrical ferrocenylethylamine-derived monophosphoramidites: highly efficient chiral ligands for Rh-catalyzed enantioselective hydrogenation of enamides and alpha-dehydroamino acid derivatives |
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Authors: | Zeng Qing-Heng Hu Xiang-Ping Duan Zheng-Chao Liang Xin-Miao Zheng Zhuo |
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Institution: | Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, China. |
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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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