127391-77-9Relevant articles and documents
A tandem reaction of organozinc reagent prepared from palladium-catalyzed umpolung method: Diastereoselective formation of cyclohexene derivatives bearing three adjacent stereocenters
Sada, Mutsumi,Nomura, Kenichi,Matsubara, Seijiro
, p. 1389 - 1393 (2011)
In the presence of a palladium catalyst, treatment of γ-acyloxy- α,β-unsaturated ketone with bis(iodozincio)methane caused umpolung of π-allylpalladium to give a zinc dienolate. Thus formed zinc species afforded a cyclohexene derivative via a self-condesation reaction. It is noteworthy that the three adjacent stereogenic centers were created in a single process with quite high diastereoselectivity. The Royal Society of Chemistry 2011.
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
A Convenient Source of Alkyl and Acyl Radicals
Delduc, Paul,Tailhan, Catherine,Zard, Samir Z.
, p. 308 - 310 (2007/10/02)
S-Alkyl and S-acyl xanthates are valuable sources of alkyl and acyl radicals which can be trapped inter- or intra-molecularly by various alkenes in a radical chain process.
