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Hydroalkynylative cyclization of 1,6-enynes with terminal alkynes

A rhodium-catalyzed highly regio- and enantioselective hydroalkynylation, generating cis-hydrobenzofuranone-tethered enynes has been developed. The reaction proceeds with a selective head-to-head insertion and symmetry breaking Michael addition cascade. One product was produced from tens of possible...

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Detalles Bibliográficos
Autores principales: Teng, Qi, Thirupathi, Nuligonda, Tung, Chen-Ho, Xu, Zhenghu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6657412/
https://www.ncbi.nlm.nih.gov/pubmed/31391909
http://dx.doi.org/10.1039/c9sc02341k
Descripción
Sumario:A rhodium-catalyzed highly regio- and enantioselective hydroalkynylation, generating cis-hydrobenzofuranone-tethered enynes has been developed. The reaction proceeds with a selective head-to-head insertion and symmetry breaking Michael addition cascade. One product was produced from tens of possible isomers through precise control of chemo-, regio-, and stereoselectivities using a single rhodium catalyst. Notable features of this method include 100% atom-economy, mild reaction conditions and a very broad substrate scope.