447461-17-8Relevant academic research and scientific papers
Desilylation versus elimination reactions of β-hydroxysilanes: Effect of substituents on silicon
Hudrlik, Paul F.,Gebreselassie, Petros,Tafesse, Laykea,Hudrlik, Anne M.
, p. 3409 - 3412 (2007/10/03)
β-Hydroxy(trimethyl)silanes undergo stereospecific desilylation reactions to give alcohols using KOt-Bu in DMSO:H2O, but the reactions are very slow. In this work, desilylation reactions are facilitated using β-hydroxysilanes with (i-PrO)Me2Si, HMe2Si, or HOMe2Si groups (e.g. 9→11). The (HO)Me2Si compound (10) (or alkoxide) was shown to be an intermediate, and undergoes β elimination less readily than the Me3Si compound (7).
