| Abstract: | Nucleophilic substitution reactions at the silicon atom of optically active O-silyl-β-dicarbonyl compounds are investigated. The solvolyses with water or methanol probably lead to inversion of configuration, which is masked in most cases by racemisation. Reactions with acid chlorides in all cases result in inversion of configuration. The silyl derivatives of ethyl acetoacetate or ethyl butyroacetate and LiAlH4 react with inversion, but those of acetylacetone, diethyl malonate, ethyl benzoacetate or benzoylacetone with retention of configuration at the silicon atom. |
