Unsymmetrical Ferrocenylethylamine-Derived Monophosphoramidites: Highly Efficient Chiral Ligands for Rh-Catalyzed Enantioselective Hydrogenation of Enamides and α-Dehydroamino Acid Derivatives
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....
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Veröffentlicht in: | Journal of organic chemistry 2006-01, Vol.71 (1), p.393-396 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | 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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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/jo051912s |