Organocatalytic asymmetric addition of malonates to unsaturated 1,4-diketones

The organocatalytic Michael addition of malonates to symmetric unsaturated 1,4-diketones catalyzed by thiourea and squaramide derivatives with Cinchona alkaloids afforded the formation of a new C–C bond in high yields (up to 98%) and enantiomeric purities (up to 93%). The absolute configuration of t...

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Detalles Bibliográficos
Autores principales: Žari, Sergei, Kailas, Tiiu, Kudrjashova, Marina, Öeren, Mario, Järving, Ivar, Tamm, Toomas, Lopp, Margus, Kanger, Tõnis
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2012
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3458770/
https://www.ncbi.nlm.nih.gov/pubmed/23019480
http://dx.doi.org/10.3762/bjoc.8.165
Descripción
Sumario:The organocatalytic Michael addition of malonates to symmetric unsaturated 1,4-diketones catalyzed by thiourea and squaramide derivatives with Cinchona alkaloids afforded the formation of a new C–C bond in high yields (up to 98%) and enantiomeric purities (up to 93%). The absolute configuration of the product was suggested from comparison of the experimental and calculated VCD spectra of the reaction product 3a.

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