Highly enantioselective [3+2] coupling of cyclic enamides with quinone monoimines promoted by a chiral phosphoric acid
| Autor: | Yijun Liao, Shuowen Yu, Li-Hua Liao, Fangzhi Hu, Xiao-Ying Xu, Xiao-Mei Zhang, Wei-Cheng Yuan, Minmin Zhang |
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| Rok vydání: | 2016 |
| Předmět: |
010405 organic chemistry
Chemistry Metals and Alloys Enantioselective synthesis Absolute configuration General Chemistry 010402 general chemistry 01 natural sciences Medicinal chemistry Catalysis 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials Quinone Coupling (electronics) chemistry.chemical_compound Materials Chemistry Ceramics and Composites Organic chemistry Phosphoric acid |
| Zdroj: | Chemical Communications. 52:8757-8760 |
| ISSN: | 1364-548X 1359-7345 |
| DOI: | 10.1039/c6cc01200k |
| Popis: | Enantioselective [3+2] coupling of cyclic enamides with quinone monoimines was realised using a chiral phosphoric acid as a catalyst. This transformation allowed for the synthesis of highly enantioenriched polycyclic 2,3-dihydrobenzofurans (up to 99.9% ee). The absolute configuration of one product was determined by an X-ray crystal structural analysis. We also found a possible mechanism for this reaction. |
| Databáze: | OpenAIRE |
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