Author/Authors :
Kawasoko، نويسنده , , Cristiane Y. and Nazario، نويسنده , , Carlos E.D. and Santana، نويسنده , , Amanda S. and Viana، نويسنده , , Luiz H. and Hurtado، نويسنده , , Gabriela R. and Marques، نويسنده , , Francisco A. and Frensch، نويسنده , , Gustavo and de Oliveira Silva، نويسنده , , Paulo R. and Guerrero Jr.، نويسنده , , Palimécio G. and Carvalho، نويسنده , , Diego B. and Baroni، نويسنده , , A، نويسنده ,
Abstract :
The hydroalumination of silylacetylenes with DIBAL-H followed by the addition of n-butyllithium generated in situ the (Z)-β-vinylorganosilane alanates intermediates, which were trapped with butyltellurenyl bromide (C4H9TeBr), furnishing exclusively the (E)-1-butyltelluro-1-tri(organyl)silyl-2-organyl-1-alkenes in 45–70% yields. These telluro(silyl)ketene acetals were utilized as substrates in Sonogashira cross-coupling Pd-catalyzed reactions, furnishing the (Z)-1,4-diorganyl-2-tri(organyl)silyl-1-buten-3-ynes with total control of regio- and stereochemistry in 62–80% yield.
Keywords :
(Z)-?-Vinylorganosilane alanates , Sonogashira cross-coupling , Telluro(silyl)ketene acetals , 4-Diorganyl-2-tri(organyl)silyl-1-buten-3-ynes , (Z)-1 , Hydroalumination
