Publication | Open Access
Regiodivergent and Stereoselective Hydrosilylation of 1,3‐Disubstituted Allenes
16
Citations
66
References
2015
Year
Chemical EngineeringEngineeringE AllylsilanesPalladium Nhc CatalystsStereoselective HydrosilylationOrganic ChemistryCatalysisNickel CatalysisChemistryStereoselective SynthesisEnantioselective Synthesis
Abstract Methods for the highly stereoselective and regiodivergent hydrosilylation of 1,3‐disubstituted allenes have been developed. The synthesis of E allylsilanes is accomplished with palladium NHC catalysts, and trisubstituted Z alkenylsilanes are accessed with nickel NHC catalysts. Unsymmetrically substituted allenes are well tolerated with nickel catalysis and afford Z alkenylsilanes. Evidence for a plausible mechanism was obtained through an isotopic double‐labeling crossover study.
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