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Cross-trienamines in Asymmetric Organocatalysis

[Image: see text] Cross-conjugated trienamines are introduced as a new concept in asymmetric organocatalysis. These intermediates are applied in highly enantioselective Diels–Alder and addition reactions, providing functionalized bicyclo[2.2.2]octane compounds and γ′-addition products, respectively....

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Detalles Bibliográficos
Autores principales: Halskov, Kim Søholm, Johansen, Tore Kiilerich, Davis, Rebecca L., Steurer, Marianne, Jensen, Frank, Jørgensen, Karl Anker
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2012
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3557926/
https://www.ncbi.nlm.nih.gov/pubmed/22835208
http://dx.doi.org/10.1021/ja3068269
Descripción
Sumario:[Image: see text] Cross-conjugated trienamines are introduced as a new concept in asymmetric organocatalysis. These intermediates are applied in highly enantioselective Diels–Alder and addition reactions, providing functionalized bicyclo[2.2.2]octane compounds and γ′-addition products, respectively. The nature of the transformations and the intermediates involved are investigated by computational calculations and NMR analysis.