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Unsymmetrical Ferrocenylethylamine-Derived Monophosphoramidites:  Highly Efficient Chiral Ligands for Rh-Catalyzed Enantioselective Hydrogenation of Enamides and α-Dehydroamino Acid Derivatives

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journal contribution
posted on 2006-01-06, 00:00 authored by Qing-Heng Zeng, Xiang-Ping Hu, Zheng-Chao Duan, Xin-Miao Liang, Zhuo Zheng
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 α-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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