Palladium-catalyzed oxidative wacker cyclizations in nonpolar organic solvents with molecular oxygen: a stepping stone to asymmetric aerobic cyclizations
| Autor: | Brian M. Stoltz, Yeeman K. Ramtohul, Eric M. Ferreira, Raissa M. Trend |
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| Rok vydání: | 2003 |
| Předmět: |
chemistry.chemical_classification
Chemistry Alkene Enantioselective synthesis chemistry.chemical_element Homogeneous catalysis Stereoisomerism General Chemistry General Medicine Toluene Aerobiosis Catalysis Oxygen chemistry.chemical_compound Nucleophile Cyclization Pyridine Solvents Organic chemistry Phenol Oxidation-Reduction Palladium |
| Zdroj: | Angewandte Chemie (International ed. in English). 42(25) |
| ISSN: | 1433-7851 |
| Popis: | A variety of Pd-catalyzed oxidative nucleophile/alkene cyclizations proceeds in excellent yield under simple aerobic conditions in nonpolar media (Pd catalyst, pyridine, and O_2 in toluene). Nucleophiles for these cyclizations include phenols, carboxylic acids, amides, and primary alcohols. Additionally, enantioselective catalysis is feasible with a Pd-sparteine system (see picture). Enantioselectivities of up to 90 % ee are observed for simple phenol/alkene cyclizations. |
| Databáze: | OpenAIRE |
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