1364488-17-4

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 80793-25-5 3-(4-bromophenyl)propanal 

Downstream Products

• 1364488-22-1 (S)-4-(4-bromophenyl)-2-hydroxybutanenitrile 
• 1364488-21-0 (S)-3-(4-bromophenyl)-1-cyanopropyl dimethylcarbamate 
• 1364488-23-2 (R)-ethyl 4-(4-bromophenyl)-2-cyano-2-((dimethylcarbamoyl)oxy)butanoate 
• 1364488-24-3 (R)-4-(4-bromophenyl)-2-cyano-1-oxo-1-phenylbutan-2-yl dimethylcarbamate 
• 1364488-20-9 (R)-4-(4-bromophenyl)-2-cyano-2-((dimethylcarbamoyl)oxy)butanoic acid 
• 1364488-19-6 (R)-(S)-3-(4-bromophenyl)-1-cyanopropyl3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 
• 1364488-25-4 (R)-(R)-3-(4-bromophenyl)-1-cyanopropyl3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 
• 1364488-18-5 3-(4-bromophenyl)-1-cyanopropyl acetate 

Relevant academic research and scientific papers

Nickel-Catalyzed, Reductive C(sp3)?Si Cross-Coupling of α-Cyano Alkyl Electrophiles and Chlorosilanes

A nickel/zinc-catalyzed cross-electrophile coupling of alkyl electrophiles activated by an α-cyano group and chlorosilanes is reported. Elemental zinc is the stoichiometric reductant in this reductive coupling process. By this, a C(sp3)?Si bond can be formed starting from two electrophilic reactants whereas previous methods rely on the combination of carbon nucleophiles and silicon electrophiles or vice versa.

Copper-Catalyzed Substitution of α-Triflyloxy Nitriles and Esters with Silicon Nucleophiles under Inversion of the Configuration

A copper-catalyzed nucleophilic displacement of α-triflyloxy nitriles and esters with silicon nucleophiles allows for the stereospecific generation of highly enantioenriched α-silylated carboxyl compounds. The enantioselective synthesis of α-silylated nitriles is unprecedented. The catalytic system exhibits good functional group tolerance. The stereochemical course of the substitution is shown to proceed with inversion of the configuration. The new reaction is an addition to the still limited number of methods for catalytic C(sp3)-Si cross-coupling.

Enantioselective trapping of an α-chiral carbanion of acyclic nitrile by a carbon electrophile

An α-chiral nitrile carbanion generated by deprotonation of enantioenriched O-carbamoyl cyanohydrin was trapped in situ with ethyl cyanoformate to give the corresponding ester derivative in 92% yield and 90:10 er, providing the first example of trapping of an α-chiral acyclic nitrile carbanion that has been considered to be very configurationally labile. The Royal Society of Chemistry 2012.