title: Reactions of gem-dibromo compounds with trialkylmagnesate reagents to yield alkylated organomagnesium compounds.
abstract: The reaction of gem-dibromocyclopropanes 5 with nBu(3)MgLi 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 small middle dot2 LiCl for smooth migration of the alkyl groups. The resultant alpha-silylpentylmagnesium compounds 16 react with electrophiles, such as acyl chlorides or alpha,beta-unsaturated ketones to afford alpha- or gamma-silyl ketones, respectively. Treatment of dibromodisilylmethanes with Me(3)MgLi yields 1-bromo-1,1-disilylethanes 25 that can be converted into 1,1-disilylethenes 29 by dehydrobromination.
authors.affiliation: Department of Material Chemistry Graduate School of Engineering, Kyoto University Kyoto 606-8501, Japan.
authors.forename: Atsushi
authors.initials: A
authors.lastname: Inoue
authors.forename: Junichi
authors.initials: J
authors.lastname: Kondo
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Shinokubo
authors.forename: Koichiro
authors.initials: K
authors.lastname: Oshima