α-Tributylstannylacetals: preparation via transacetalisation of diethoxymethyltributyltin, and use for the synthesis of new α-stannylated ethers

Article abstract of DOI:10.1016/0022-328X(90)80020-Z

The transacetalisation of readily available diethoxymethyltributyltin affords a large variety of new α-stannylacetals, which are expected to have a high potential for selective organic synthesis when they contain labile or chiral alkoxy groups.The α-stannylacetals can be converted into the corresponding substituted α-stannylethers by treatment with organoaluminium halides or by use of an acetyl chloride/Grignard reagent sequence.The study has concentrated on allylic, homoallylic, and homopropargylic derivatives, which offer the best potential for organic synthesis.