117993-76-7

Upstream product

• 67-56-1 methanol 
• 91083-82-8 (E)-methyl 4-phenylbut-3-enoate 
• 19190-53-5 2-methoxy-2-phenylacetaldehyde 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 292638-85-8 acrylic acid methyl ester 
• 119987-21-2 (E)-methyl 2-diazo-4-phenylbut-3-enoate 
• 1666-13-3 diphenyl diselenide 
• 2979-22-8 2-methoxy-2-phenylethanol 
• 611-71-2 MANDELIC ACID 
• 4358-87-6 (RS)-methyl mandelate 
• 3558-61-0 methyl 2-methoxy-2-phenylacetate 

Relevant academic research and scientific papers

Mg(OMe)2 promoted allylic isomerization of γ-hydroxy-α,β-alkenoic esters to synthesize γ-ketone esters

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.

Electrochemical generation and catalytic use of selenium electrophiles

The generation and use of selenium electrophiles in catalytic, electrochemically driven selenenylation-elimination sequences is described. Georg Thieme Verlag Stuttgart.

Regiochemistry of molybdenum-catalyzed O-H insertions of vinylcarbenoids

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.

Reductive Cleavage Reaction of γ-Functionalized α,β-Unsaturated Esters and Halomethyls Mediated with Magnesium in Methanol

Reductive cleavage of various types of C-O and C-N bonds tethered to α,β-unsaturated esters and halomethyls was mediated with magnesium in methanol, which provided a facile method for the synthesis of δ-hydroxy or δ-amino β,γ-unsaturated esters and allylic alcohols.Regardless of the geometry (E or Z) of the α,β-unsaturated esters, 1a-b, 5a-c, 11, 13, and 23, the cleavage product obtained was exclusively the E isomer of the corresponding deconjugated hydroxy and amino esters.The steric bias and ring strain of 15, 17, and 21 gave rise to a product mixture of E and Z isomers.

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

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.

THE CARBENE COMPLEX ROUTE TO DONOR-ACCEPTOR-SUBSTITUTED CYCLOPROPANES

A variety of donor-acceptor-substituted cyclopropanes can be synthesized starting from electron deficient olefins in preparatively usefull yields employing Fischer carbene complexes as donor-carbene source.