Favoring Trienamine Activation through Unconjugated Dienals: Organocatalytic Enantioselective Remote Functionalization of Alkenes
Unconjugated 2,5-dienals are more reactive substrates than the corresponding fully conjugated a,b,g,dunsaturated aldehydes towards organocatalytic activation through trienamine intermediates. This difference in reactivity has been demonstrated in the Diels–Alder reaction with nitroalkenes, a reactio...
| Autores: | , , , , , |
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| Tipo de recurso: | artículo |
| Fecha de publicación: | 2014 |
| País: | España |
| Institución: | Universidad del País Vasco |
| Repositorio: | Addi. Archivo Digital para la Docencia y la Investigación |
| OAI Identifier: | oai:addi.ehu.eus:10810/64340 |
| Acceso en línea: | http://hdl.handle.net/10810/64340 |
| Access Level: | acceso abierto |
| Palabra clave: | asymmetric catalysis cycloaddition organocatalysis trienamines vinylogy |
| Sumario: | Unconjugated 2,5-dienals are more reactive substrates than the corresponding fully conjugated a,b,g,dunsaturated aldehydes towards organocatalytic activation through trienamine intermediates. This difference in reactivity has been demonstrated in the Diels–Alder reaction with nitroalkenes, a reaction that proceeds with clean b,eselectivity to afford the final products in high yields and stereoselectivities, the related polyconjugated 2,4-dienals being completely unreactive. |
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