100591-76-2Relevant academic research and scientific papers
Enantioselective synthesis of β-arylbutenolides via palladium(0) catalysed asymmetric coupling cyclisation reaction of racemic allenic carboxylic acids with aryl iodides
Ma, Shengming,Shi, Zhangjie,Wu, Shulin
, p. 193 - 195 (2007/10/03)
Bis(oxazoline) 2c was used as a chiral ligand in the Pd(0) catalysed enantioselective coupling cyclisation of 2,3-allenoic acids with aryl iodides affording butenolides in reasonable yields and with e.e.s of up to 53%.
THE REACTION OF ALKYL 4-HYDROXY-2-ALKYNOATES AND 4-HYDROXY-2-ALKYN-1-ONES WITH PALLADIUM TRIBUTYLAMMONIUM FORMATE AND WITH TRIBUTYLAMINE: PREPARATION OF 1,4-DICARBONYL COMPOUNDS
Arcadi, A.,Cacchi, S.,Marinelli, F.,Misiti, D.
, p. 1457 - 1460 (2007/10/02)
Ethyl 4-oxo-2-alkenoates and 1,4-dioxo-2-alkenes are easily prepared by treating ethyl 4-hydroxy-2-alkynoates and 4-hydroxy-2-alkyn-1-ones with n-tributylamine.Treatment of ethyl 4-hydroxy-2-alkynoates and 4-hydroxy-2-alkyn-1-ones with palladium-tributylammonium formate produces ethyl 4-oxo-alkanoates and 1,4-alkandiones in good to high yield through a novel one-pot isomerization/hydrogenation reaction.
THE PALLADIUM -TRIBUTYL FORMATE REAGENT IN THE STEREOSELECTIVE HYDROGENATION, AND STEREO- AND REGIOSELECTIVE HYDROARYLATION OF ALKYL 4-HYDROXY-2-ALKYNOATES: A ROUTE TO SUBSTITUTED BUTENOLIDES
Arcadi, A.,Bernocchi, E.,Burini, A.,Cacchi, S.,Marinelli, F.,Pietroni, B.
, p. 481 - 490 (2007/10/02)
The reaction of aryl iodides with alkyl 4-hydroxy-2-alkynoates in the presence of formic acid, tri-n-butylamine and a palladium(II) catalyst provides a convenient route to functionalized substituted butenolides through a one pot hydroarylation/cyclization reaction.In the presence of formic acid, tri-n-butylamine and a palladium(II) catalyst, alkyl 4-hydroxy-2-alkynoates undergo a one pot hydrogenation/cyclization reaction to the butenolide ring.By increasing the excess of formic acid, direct formation of saturated γ-lactones can be observed.Reaction occur with high stereoselectivity and, in the case of the hydroarylation, with goog regioselectivity.
