Regio- and stereospecific cleavage of α,β-epoxysilanes with lithium phenylsulfide
作者:Purificación Cuadrado、Ana M González-Nogal
DOI:10.1016/s0040-4039(99)02242-x
日期:2000.2
Trimethyl- or dimethylphenylsilylepoxides react with lithium phenylsulfide to give regio- and stereodefined vinyl sulfides resulting from α-ring opening and Peterson elimination. When the epoxide bears the bulky tert-butyldiphenylsilyl group the reaction is more puzzling. Depending on the β-substitution and the presence of aluminium chloride, we obtained silyl enol ethers, α-silylaldehydes or α-hy