Light-triggered Enantioselective Organocatalytic Mannich-type Reaction
<div> <p> Abstract</p> <p> Disclosed herein is a photochemical organocatalytic strategy for the direct enantioselective Mannich-type reaction of 2-alkyl-benzophenones and cyclic imines. The chemistry exploits the light-triggered enolization of 2-alkyl-benzophenones to generat...
| Autores: | , , |
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| Tipo de recurso: | artículo |
| Fecha de publicación: | 2016 |
| País: | España |
| Institución: | Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya) |
| Repositorio: | Recercat. Dipósit de la Recerca de Catalunya |
| OAI Identifier: | oai:recercat.cat:2072/305755 |
| Acceso en línea: | http://hdl.handle.net/2072/305755 https://doi.org/10.1055/s-0036-1588606 |
| Access Level: | acceso abierto |
| Palabra clave: | enantioselective catalysis organocatalysis Mannich-type reaction photochemistry synthetic methods |
| Sumario: | <div> <p> Abstract</p> <p> Disclosed herein is a photochemical organocatalytic strategy for the direct enantioselective Mannich-type reaction of 2-alkyl-benzophenones and cyclic imines. The chemistry exploits the light-triggered enolization of 2-alkyl-benzophenones to generate transient hydroxy-<em>o</em>-quinodinomethanes. These fleeting intermediates can be stereoselectively intercepted by imines upon activation with a chiral organic catalyst, derived from natural cinchona alkaloids. The developed method uses mild conditions, simple sources of illumination and easily available substrates and catalysts, affording enantioenriched chiral amines that are difficult to synthesize by other approaches.</p> </div> <p> </p> |
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