190653-00-0Relevant academic research and scientific papers
Reactions of gem-dibromo compounds with trialkylmagnesate reagents to yield alkylated organomagnesium compounds
Inoue, Atsushi,Kondo, Junichi,Shinokubo, Hiroshi,Oshima, Koichiro
, p. 1730 - 1740 (2002)
The reaction of gem-dibromocyclopropanes 5 with nBu3MgLi affords butylated cyclopropylmagnesium species that can be trapped with various electrophiles. The reaction of dibromomethylsilanes 12 requires the addition of a catalytic amount of CuCN · 2 LiCl for smooth migration of the alkyl groups. The resultant α-silylpentylmagnesium compounds 16 react with electrophiles, such as acyl chlorides or α, β-unsaturated ketones to afford α- or γ-silyl ketones, respectively. Treatment of dibromodisilylmethanes with Me3MgLi yields 1-bromo- 1,1-disilylethanes 25 that can be converted into 1,1-disilylethenes 29 by dehydrobromination.
