Organosilicon compounds I. A novel synthesis of organosilicon substituted furfurals

The use of the diethylacetal moiety of 2-furfuraldiethylacetal as a carbonyl blocking agent during n-butyllithium metalations is described. The synthesis of 5-silicon substituted furfurals is accomplished for the first time with NMR data being employed as a means of structure proof. Furthermore, the isolation of the uniquely stable organo-lithium salt, 5-lithio-2-furfuraldiethylacetal, is reported.