Highly efficient amphiphilic cleavage of γ-iodo carbonyl substrates with aluminum tris(2,6-diphenylphenoxide)/t-BuLi system

Article abstract of DOI:10.1016/S0040-4039(99)01718-9

A conceptually new amphiphilic cleavage of the αβ C-C bonds of γ-iodo carbonyl substrates has been realized by the effective use of a combined Lewis acid/base system consisting of aluminum tris(2,6-diphenylphenoxide) (ATPH)/t-BuLi. This new amphiphilic bond cleavage reaction can be applied to a wide variety of γ-iodo carbonyl substrates and therefore serves as a highly efficient and general route to both cyclic and acyclic unsaturated carbonyl compounds.