Cobalt‐Catalyzed Isomerization of 1‐Alkenes to (E)‐2‐Alkenes with Dimethylphenylsilylmethylmagnesium Chloride and Its Application to the Stereoselective Synthesis of (E)‐Alkenylsilanes

Abstract “Co”axing selectivity into isomerization: Treatment of 1‐alkenes with dimethylphenylsilylmethylmagnesium chloride in the presence of a cobalt‐NHC complex in dioxane at 50 °C or higher provides the corresponding (E)‐2‐alkenes selectively. The isomerization is applicable to the stereoselective synthesis of (E)‐crotylsilanes and (E)‐1‐propenylsilanes from the corresponding homoallylsilanes and allylsilanes, respectively. magnified image Treatment of 1‐alkenes with dimethylphenylsilylmethylmagnesium chloride in the presence of a cobalt‐NHC complex in dioxane at 50 °C or higher provides the corresponding (E)‐2‐alkenes selectively. The isomerization is applicable to the stereoselective synthesis of (E)‐crotylsilanes and (E)‐1‐propenylsilanes from the corresponding homoallylsilanes and allylsilanes, respectively.