TITANIUM-MEDIATED AND NEIGHBORING-GROUP ASSISTED δ-METHYLATION OF HOMOALLYL ALCOHOLS : A NEW REGIO- AND STEREOSELECTIVE CC-LINKING REACTION

Article abstract of DOI:10.1246/cl.1982.1819

Upon treatment with dimethyltitanium dichloride or trimethylaluminium in the presence of titanium tetrachloride, a hydrogen atom at the olefinic 4-position is replaced by a methyl group.Terminal homoallyl alcohols afford (E)-isomers.If the double bond is an internal one, the carbon chain (at the other side of the hydroxy group) leaves its original position to the enterning methyl group and switches to the other one at the same carbon atom.