Journal
SYNTHESIS-STUTTGART
Volume 48, Issue 19, Pages 3373-3381Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0035-1562460
Keywords
copper catalysis; silylcupration; ynamides; propiolates; silylboronates
Categories
Funding
- Universite Catholique de Louvain
- Universite libre de Bruxelles (ULB)
- Universite de Versailles Saint-Quentin-en-Yvelines
- Fonds pour la formation a la Recherche dans l'Industrie et dans l'Agriculture (F.R.I.A.)
- Ministere de la Recherche
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A highly efficient catalytic silylcupration of activated alkynes is reported. Upon reaction with silylboronates and methanol in THF at room temperature in the presence of copper(I) fluoride tris(triphenylphosphine), a range of ynamides and propiolates were found to undergo a smooth silylcupration. This reaction, which tolerates various functional groups, affords a straightforward and efficient entry to the corresponding beta-silylenamides and -acrylates, which were formed with high levels of regio-and stereoselectivities.
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