Polymer-supported phosphoramidites: highly efficient and recyclable catalysts for asymmetric hydrogenation of dimethylitaconate and dehydroamino acids and esters
| Autor: | Simon Doherty, Ibolya Pál, Damian A. Mooney, Christopher Hardacre, Edward G. Robins, David W. Rooney, Colin Newman |
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| Rok vydání: | 2003 |
| Předmět: |
chemistry.chemical_classification
Base (chemistry) Organic Chemistry Asymmetric hydrogenation chemistry.chemical_element General Medicine Polymer Catalysis Rhodium Styrene Inorganic Chemistry chemistry.chemical_compound chemistry Dimethylitaconate Organic chemistry Amine gas treating Physical and Theoretical Chemistry |
| Zdroj: | Tetrahedron: Asymmetry. 14:1517-1527 |
| ISSN: | 0957-4166 |
| DOI: | 10.1016/s0957-4166(03)00253-2 |
| Popis: | Several novel phosphoramidites have been prepared by reaction of the primary amines para-vinylaniline, ortho-anisidine, 2-methoxyphenyl(4-vinylbenzyl)amine, 8-aminoquinoline and 3-vinyl-8-aminoquinoline with (S)-1,1′-bi-2-naphthylchlorophosphite, in the presence of base. Rhodium(I) complexes of these phosphoramidites catalyse the asymmetric hydrogenation of dimethylitaconate and dehydroamino acids and esters giving ee values up to 95%. Soluble non-cross linked polymers of the para-vinylaniline and 3-vinyl-8-aminoquinoline-based phosphoramidites have been prepared by free radical co-polymerisation with styrene in the presence of AIBN as initiator. The corresponding [Rh(COD)]+ complexes serve as recyclable catalysts for the asymmetric hydrogenation dimethylitaconate and dehydroamino acids and esters to give ee values up to 80%. |
| Databáze: | OpenAIRE |
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