Pawluc Piotr, Hreczycho Grzegorz, Marciniec Bogdan
Department of Organometallic Chemistry, Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznan, Poland.
J Org Chem. 2006 Oct 27;71(22):8676-9. doi: 10.1021/jo0616254.
A novel selective route to 1,1-bis(silyl)-1-alkenes has been developed. Sequential one-pot silylative coupling exo-cyclization of 1,2-bis(dimethylvinylsiloxy)ethane followed by the reaction with Grignard reagents leads to the desired 1,1-bis(silyl)ethenes, which are then efficiently coupled in the presence of silver nitrate and palladium acetate with aryl or alkenyl idodides to give the corresponding 1,1-bis(silyl)-2-arylethenes or 1,1,4-trisubstituted 1,3-butadienes with high yield.
