Trisubstituted Stannyllithium as a Double Electron Equivalent. Reaction with α,β-Enones

Article abstract of DOI:10.1021/jo00244a011

β-Stannyl ketones, easily available by the conjugate addition of (trimethylstannyl)lithium to α,β-enones, produced two types of ketones depending upon the substitution pattern by the treatment with titanium(IV) chloride.All the reactions proceeded through an intermediacy of cyclopropanol derivatives.The reaction involving the carbon skeleton rearrangement is promising as a synthetic method.