The solvolysis of erythro-1,2-dibromopropyltrimethylsilane in aqueous ethanol at room temperature has been shown to result in the highly stereospecific trans-elimination of trimethylbromosilane. A mechanism is suggested which involves initial cleavage of the carbon–halogen bond assisted by participation of the silicon with the developing positive charge on the carbon atom.
A. W. P. Jarvie, A. Holt and J. Thompson, J. Chem. Soc. B, 1969, 852 DOI: 10.1039/J29690000852
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