Magnesium bromide induced rearrangements of α,β-epoxysilanes

Acid-catalyzed reactions of (3-(naphthalen-2-yl)-2,2-bis(trimethylsilyl)oxiran. A new synthesis of functional-group-substituted vinylsilanes

“…The products in these reactions were consistent with a-cleavage of the a,b-epoxides and only bromohydrins were obtained from epoxysilanes [15]. However treatment of the epoxide 2 with MgBr 2 $OEt 2 at room temperature produced the (1-bromovinyl)silane 4 directly ( Table 1).…”

Silylated Vinyloxiranes – Recent Advances and Synthetic Applications

“…Rearrangements of vinyloxiranes10 and of epoxysilanes11,12 have been described in the literature as interesting synthetic pathways. Robertson reported the radical rearrangement of β‐vinylepoxysilane13 and we published the transposition14 of (α,β‐epoxy‐γ,δ‐alkenyl)‐ tert ‐butyldimethylsilanes 1 into α‐silylated γ,δ‐unsaturated aldehydes 2 in the presence of catalytic amounts of palladium(0): the silicon shift occurs with total transfer of the chirality15 and the retention of the double bond configuration 16.…”

Ketalization of epoxidized methyl oleate using acidic resins

“…heteropoly acids, HBF 4 and montmorillonites) and Lewis acids (e.g. SnCl 4 , TiCl 4 , CuSO 4 and BF 3 .O(C 2 H 5 ) 2 ) have been used as catalysts . Shan et al reported the ketalization and acetalization of carbonyl compounds with diols catalyzed by a carbon‐based solid acid, affording an average yield of 93% .…”