1,2-Boryl Migration Empowers Regiodivergent Synthesis of Borylated Furans

[Image: see text] A regioselective transition metal-catalyzed cycloisomerization reaction of boron-containing alkynyl epoxides toward C2- and C3-borylated furans has been developed. It was found that the copper catalyst as well as the gold catalyst with more basic triflate counterion favor boryl mig...

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Detalles Bibliográficos
Autores principales: Shiroodi, Roohollah Kazem, Koleda, Olesja, Gevorgyan, Vladimir
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4183646/
https://www.ncbi.nlm.nih.gov/pubmed/25198147
http://dx.doi.org/10.1021/ja507054j
Descripción
Sumario:[Image: see text] A regioselective transition metal-catalyzed cycloisomerization reaction of boron-containing alkynyl epoxides toward C2- and C3-borylated furans has been developed. It was found that the copper catalyst as well as the gold catalyst with more basic triflate counterion favor boryl migration toward C3-borylated furans, whereas employment of the cationic gold hexafluoroantimonate affords C2-borylated furan via a formal 1,2-hydrogen shift.

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