86234-22-2

Upstream product

• 106137-98-8 (R)-(E)-1,3-diphenyl-3-trimethylsilylpropene 
• 82537-20-0 (1,3-diphenylallyl)trimethylsilane 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 57482-85-6 <α-(trimethylsilyl)benzyl>magnesium bromide 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 86234-21-1 1,3-diphenyl-3-(trimethylsilyl)propyne 
• 75-16-1 methylmagnesium bromide 
• 103980-89-8 1,3-diphenyl-1-(trichlorosilyl)propane 

Relevant academic research and scientific papers

Asymmetric Synthesis Catalyzed by Chiral Ferrocenylphosphine-Transition-Metal Complexes. 3. Preparation of Optically Active Allylsilanes by Palladium-Catalyzed Asymmetric Grignard Cross-Coupling

Asymmetric cross-coupling of the - or -Grignard reagent with alkenyl bromides in the presence of a chiral ferrocenylphosphine-palladium complex, dichloroethylamine>palladium(II) (PdCl2), as a catalyst, gave optically active allylsilanes which contain an asymmetric carbon atom directly bonded to the silicon atom, e.g., (R)-3-phenyl-3-(trimethylsilyl)propene (3a) (95percent ee), (R,E)-1-phenyl-1-(trimethylsilyl)-2-butene (3b) (85percent ee), (R,Z)-3b (24percent ee), (R,E)-1,3-diphenyl-3- (trimethylsilyl)propene (3c) (95percent ee), (S,E)-1-phenyl-3-(trimethylsilyl)-1-butene (14c) (71percent ee), (S,Z)-14c (59percent ee), (S,E)-1-phenyl-3-(triethylsilyl)-1-butene (16c) (93percent ee), (S,E)-3-(triethylsilyl)-2-pentene (16b) (85percent ee), (S,E,E)-2-(dimethylphenylsilyl)-3,5-heptadiene (15d) (45percent ee), and 1-cyclopentene (21) (37percent ee).The configuration and enantiomeric purity of the allylsilanes were determined with the aid of stereoselective oxidative cleavage of the carbon-silicon bond in optically active alkylsilanes.