14848-85-2Relevant articles and documents
A tandem reaction initiated by 1,4-addition of bis(iodozincio)methane for 1,3-diketone formation
Sada, Mutsumi,Matsubara, Seijiro
supporting information; experimental part, p. 432 - 433 (2010/03/25)
(Chemical Equation Presented) Treatment of an γ-acyloxy-α, β-unsaturated ketone with bis(iodozincio)methane leads to a novel tandem reaction consisting of three steps: (1) 1,4-addition of the dizinc reagent to the enone, which affords the corresponding zinc enolate of the β-zinciomethylated ketone; (2) intramolecular nucleophilic attack by the enolate on the ester group; and (3) Grob-type fragmentation of the adduct, accompanied by elimination of the zinc alkoxide of allyl alcohol. The overall reaction gives 1,3-diketones efficiently. Copyright
