Catalytic Asymmetric Desymmetrization of meso-Diamide Derivatives Through Enantioselective N-Allylation with a Chiral π-Allyl Pd Catalyst: Improvement and Reversal of the Enantioselectivity
| Autor: | Kanako Yotsumoto, Osamu Kitagawa, Shinichi Matsuo, Takeo Taguchi |
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| Rok vydání: | 2006 |
| Předmět: |
Diamide
chemistry.chemical_classification Alkylation Molecular Structure Stereochemistry Ligand Chemistry Organic Chemistry Enantioselective synthesis Stereoisomerism General Medicine Medicinal chemistry Desymmetrization Catalysis Sulfonamide Allyl Compounds chemistry.chemical_compound Diamine Organometallic Compounds Enantiomeric excess Palladium |
| Zdroj: | ChemInform. 37 |
| ISSN: | 1522-2667 0931-7597 |
| DOI: | 10.1002/chin.200632033 |
| Popis: | In the presence of the Trost ligands-Pd catalysts, N-monoallylation of bis(2,4,6-triisopropylbenzne)sulfonylamides derived from meso-1,2-diamines proceeds with good to excellent enantioselectivity (85-96% ee) to give asymmetric desymmetrization products. Under the same conditions, in the reaction with meso-bistolunesulfonylamide derivatives, reversal of the enantioselectivity is observed. |
| Databáze: | OpenAIRE |
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