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Bifunctional Skipped Dienes through Cu/Pd-Catalyzed Allylboration of Alkynes with B(2)pin(2) and Vinyl Epoxides

[Image: see text] A method for the use of vinyl epoxides in catalytic allylboration of alkynes is described. This transformation allows for the synthesis of bifunctional skipped dienes bearing both an allylic alcohol and an alkenylboronate from simple starting materials with high regio- and stereose...

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Detalles Bibliográficos
Autores principales: Vázquez-Galiñanes, Nuria, Velo-Heleno, Isabel, Fañanás-Mastral, Martín
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9664487/
https://www.ncbi.nlm.nih.gov/pubmed/36327136
http://dx.doi.org/10.1021/acs.orglett.2c03390
Descripción
Sumario:[Image: see text] A method for the use of vinyl epoxides in catalytic allylboration of alkynes is described. This transformation allows for the synthesis of bifunctional skipped dienes bearing both an allylic alcohol and an alkenylboronate from simple starting materials with high regio- and stereoselectivity. These two functionalities provide these products with highly versatile reactivity, as shown by their stereocontrolled conversion into cyclic boron compounds and polyenes.