187800-99-3Relevant academic research and scientific papers
Pd-catalyzed cross-coupling of allylsilane-vinylcopper species with aryl and vinyl halides: the first total synthesis of (-)-nomadone
Pulido, Francisco J.,Barbero, Asunción,García, Carlos
experimental part, p. 5535 - 5540 (2009/12/04)
The reaction of allene with a lower order silylcuprate 3 leads to an allylsilane-vinylcopper intermediate 4, which undergoes palladium-catalyzed cross-coupling reaction with both vinyl and aryl halides. The influence of several factors such as the nature
Allylsilane-vinylcopper reagents: Palladium-mediated coupling with alkenyl halides. Synthesis and photochemical [2+2] cyclization of (±)-Ipsdienol
Barbero,García,Pulido
, p. 824 - 826 (2007/10/03)
Reaction of phenyldimethylsilyl-copper with 1,2-propadiene followed by Pd0 catalyzed coupling of the resulting copper intermediate with alkenyl halides affords allylsilane-containing dienes in high yield. Coupling with vinyl bromide gives 2-phenyldimethylsilylmethylbuta-1,3-diene which is an isoprenyl building block for the synthesis of (±)-Ipsenol and (±)-Ipsdienol, the aggregation pheromones of the Ips bark beetle. The photochemical [2+2] cyclization of Ipsdienol was also studied.
