88108-89-8Relevant academic research and scientific papers
Synthesis of Alkyl Silanes via Reaction of Unactivated Alkyl Chlorides and Triflates with Silyl Lithium Reagents
Mallick, Shubhadip,Würthwein, Ernst-Ulrich,Studer, Armido
, p. 6568 - 6572 (2020)
The reaction of unactivated secondary and primary alkyl chlorides as well as primary alkyl triflates with silyl lithium reagents to access tetraorganosilanes is reported. These nucleophilic substitutions proceed in the absence of any transition metal catalyst under mild conditions in moderate to very good yields. The silyl lithium reagents are readily generated from the corresponding commercially available chlorosilanes. Enantioenriched secondary alkyl chlorides react with high stereospecificity under inversion of configuration.
The Reaction of tert-Butyldiphenylsilylcuprates with Allenes
Barbero, Asuncion,Cuadrado, Purificacion,Gonzalez, Ana M.,Pulido, Francisco J.,Fleming, Ian
, p. 2811 - 2816 (2007/10/02)
Bis(tert-butyldiphenylsilyl)cuprate 1 reacts with allenes to form allyl- and vinyl-silanes.With allene itself the cuprate reagent shows a different regiochemistry from that of bis(phenyldimethylsilyl)cuprate.The regiochemistry can be controlled by choosing an appropriate reaction temperature.The intermediate cuprate 4 resulting from the addition of 1 to allene reacts with a wide variety of electrophiles giving functionalised allylsilanes.Phenylallenes isomerise to acetylenes.
