117993-76-7Relevant articles and documents
Mg(OMe)2 promoted allylic isomerization of γ-hydroxy-α,β-alkenoic esters to synthesize γ-ketone esters
Lai, Luhao,Li, A-Ni,Zhou, Jiawei,Guo, Yarong,Lin, Li,Chen, Wei,Wang, Rui
supporting information, p. 2185 - 2190 (2017/03/17)
This work concerns the Mg(OMe)2 promoted allylic isomerization of γ-hydroxy-α,β-alkenoic esters with TMEDA as an additive. The isomerization proceeded under mild conditions and afforded γ-keto esters in high yield (up to 96%) within 2 h. Both (Z)- and (E)-γ-hydroxy-α,β-alkenoic esters were tolerated under the reaction conditions. This transformation involves the in situ formation of a dienolate intermediate from the easily accessible γ-hydroxy-α,β-alkenoic ester. The in situ generated dienolate can react with benzaldehyde and undergo a practical, useful tandem allylic isomerization-Aldol reaction to afford more functionalized compounds.
Regiochemistry of molybdenum-catalyzed O-H insertions of vinylcarbenoids
Davies, Huw M. L.,Yokota, Yasuno
, p. 4850 - 4854 (2007/10/03)
Molybdenum-catalyzed decomposition of vinyldiazoacetates generates vinylcarbenoids that preferentially react with alcohols at the vinylogous position of the vinylcarbenoid rather than at the carbenoid site.
Catalytic Conversion of β,γ-Unsaturated Esters, Amides and Nitriles into γ-Alkoxy or γ-Hydroxy α,β-Unsaturated Derivatives induced by Persulfate Anion Oxidation of Diphenyl Diselenide
Tiecco, Marcello,Testaferri, Lorenzo,Tingoli, Marco,Bagnoli, Luana,Santi, Claudio
, p. 637 - 639 (2007/10/02)
The reaction of β,γ-unsaturated esters, amides and nitriles with catalytic amounts of diphenyl diselenide and an excess of ammonium persulfate in alcohols or in water affords γ-alkoxy or γ-hydroxy α,β-unsaturated derivatives, respectively, in good yields.
