Enantioselective vinylogous-Mukaiyama-type dearomatisation by anion-binding catalysis
| Autor: | Leon Hoppmann, Kirandeep Kaur, José A. Fernández-Salas, José Alemán, Constantin G. Daniliuc, Olga García Mancheño, Jorge Humbrías-Martín |
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| Jazyk: | angličtina |
| Předmět: |
Silylation
010405 organic chemistry Chemistry Non-covalent interactions Metals and Alloys Enantioselective synthesis Regioselectivity Vinylogy General Chemistry 010402 general chemistry Anion-binding 01 natural sciences Combinatorial chemistry Catalysis 3. Good health 0104 chemical sciences Surfaces Coatings and Films Electronic Optical and Magnetic Materials Asymmetric catalysis Materials Chemistry Ceramics and Composites Anion binding |
| Zdroj: | Chemical Communications Chemical Communications (Cambridge, England) |
| ISSN: | 1364-548X 1359-7345 |
| DOI: | 10.1039/d1cc03514b |
| Popis: | The first enantioselective vinylogous Mukaiyama-type dearomatisation of heteroarenes under anion-binding catalysis is presented. A recyclable tetrakistriazole catalyst was used for the enantiocontrol of the remote vinylogous active position of silyl dienol ethers. This approach provided chiral heterocycles bearing α,β-unsaturated chains with complete regioselectivity and excellent enantioselectivities (up to 97.5 : 2.5 e.r.). A highly regio- and enantioselective vinylogous Mukaiyama-type reaction for the dearomatization of quinazolines and other heteroarenes under anion-binding catalysis is presented. |
| Databáze: | OpenAIRE |
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