132796-97-5

Upstream product

• 108-86-1 bromobenzene 
• 18270-17-2 1-trimethylsilyl-1-pentyne 
• 209733-23-3 10-((Z)-1-Trimethylsilanyl-pent-1-enyl)-9-oxa-10-bora-bicyclo[3.3.2]decane 

Downstream Products

• 98609-12-2 Trimethyl-((E)-1-phenyl-pent-1-enyl)-silane 

Relevant academic research and scientific papers

The efficient stereoselective synthesis of Z-vinylsilanes through the Suzuki-Miyaura coupling of Z-(α-silylvinyl)borinates

Air-stable Z-(α-silylvinyl)borinates (2), easily prepared in a hydroboration-oxidation sequence from I provide a particularly effective route to Z-vinylsilanes (3, 59-97%) through Suzuki-Miyaura coupling.

Z-trimethylsilyl styrenes and 1,3-dienes via the Suzuki reaction

Representative vinyl and aryl bromides are cross-coupled, under basic conditions, to Z-α-trimethylsilylvinylboranes with tetrakis(triphenylphosphine)palladium(O) catalyst to provide the corresponding silylated styrenes and 1,3-dienes (40-60%, >98% Z).