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Diastereoselective Synthesis of Highly Functionalized Proline Derivatives

An efficient way to access highly functionalized proline derivatives was developed based on a Cu(I)-catalyzed reaction between CF(3)-substituted allenynes and tosylazide, which involved a cascade of [3 + 2]-cycloaddition/ketenimine and a rearrangement/Alder-ene cyclization to afford the new proline...

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Detalles Bibliográficos
Autores principales: Philippova, Anna N., Vorobyeva, Daria V., Gribanov, Pavel S., Dolgushin, Fedor M., Osipov, Sergey N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9609175/
https://www.ncbi.nlm.nih.gov/pubmed/36296490
http://dx.doi.org/10.3390/molecules27206898
Descripción
Sumario:An efficient way to access highly functionalized proline derivatives was developed based on a Cu(I)-catalyzed reaction between CF(3)-substituted allenynes and tosylazide, which involved a cascade of [3 + 2]-cycloaddition/ketenimine and a rearrangement/Alder-ene cyclization to afford the new proline framework with a high diastereoselectivity.