Enantioselective synthesis of beta(2)-amino acids using rhodium-catalyzed hydrogenation
| Autor: | Ben L. Feringa, Adriaan J. Minnaard, Laurent Lefort, Barbara Procuranti, Rob Hoen, Johannes G. de Vries, Theodora D. Tiemersma-Wegman |
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| Přispěvatelé: | Synthetic Organic Chemistry |
| Jazyk: | angličtina |
| Rok vydání: | 2007 |
| Předmět: |
PHOSPHORUS LIGANDS
Denticity Magnetic Resonance Spectroscopy TRANSITION-METAL CATALYSIS Chemistry Organic chemistry.chemical_element Noyori asymmetric hydrogenation Stereoisomerism COMBINATORIAL APPROACH MONODENTATE P-LIGANDS Ligands Biochemistry Catalysis Rhodium Organic chemistry Physical and Theoretical Chemistry Amino Acids BETA-AMINO ACIDS chemistry.chemical_classification ASYMMETRIC HYDROGENATION ABSOLUTE-CONFIGURATION Organic Chemistry Asymmetric hydrogenation Enantioselective synthesis Temperature Amino acid STEREOSELECTIVE-SYNTHESIS PHOSPHORAMIDITE LIGANDS chemistry Models Chemical Alcohols OLEFIN-HYDROGENATION Peptides Hydrogen |
| Zdroj: | Organic & Biomolecular Chemistry, 5(2), 267-275. ROYAL SOC CHEMISTRY |
| ISSN: | 1477-0520 |
| Popis: | A series of protected beta(2)-dehydroamino acids has been prepared in three steps from commercially available starting materials in good yields. These were used as substrates in rhodium-catalyzed asymmetric hydrogenation applying a mixed ligand system of monodentate phosphoramidites and phosphines. Optimization of the catalyst structure was achieved by high throughput experimentation. High enantioselectivities were obtained ( up to 91%) with full conversion for a number of beta-amino acids. |
| Databáze: | OpenAIRE |
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