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Diastereoselective Synthesis of Cyclopenta[c]furans by a Catalytic Multicomponent Reaction

A diastereoselective three‐component reaction between alkynyl enones, aldehydes and secondary amines is reported. With the aid of a benign indium catalyst, a range of highly substituted cyclopenta[c]furan derivatives can be obtained in a single‐step procedure. The formation of the stereodefined hete...

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Detalles Bibliográficos
Autores principales: Pathipati, Stalin R., van der Werf, Angela, Eriksson, Lars, Selander, Nicklas
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5113805/
https://www.ncbi.nlm.nih.gov/pubmed/27538999
http://dx.doi.org/10.1002/anie.201606108
Descripción
Sumario:A diastereoselective three‐component reaction between alkynyl enones, aldehydes and secondary amines is reported. With the aid of a benign indium catalyst, a range of highly substituted cyclopenta[c]furan derivatives can be obtained in a single‐step procedure. The formation of the stereodefined heterocyclic motifs takes place via in situ generation of enamines followed by two sequential cyclization steps.