- A tandem reaction initiated by 1,4-addition of bis(iodozincio)methane for 1,3-diketone formation
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(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
- Sada, Mutsumi,Matsubara, Seijiro
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supporting information; experimental part
p. 432 - 433
(2010/03/25)
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- An efficient didehydroxylation method for the biomass-derived polyols glycerol and erythritol. Mechanistic studies of a formic acid-mediated deoxygenation
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An efficient 1,2-deoxygenation method, involving an unexpected mechanism, was found for simple diols and for biomass-derived polyols (glycerol and erythritol) that results in the conversion of the 1,2-dihydroxy group to a carbon-carbon double bond.
- Arceo, Elena,Marsden, Peter,Bergman, Robert G.,Ellman, Jonathan A.
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supporting information; experimental part
p. 3357 - 3359
(2009/12/26)
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