A series of acid-labile, optically pure ε-substituted δ-ketal-β-hydroxy esters were obtained by a Ru-SunPhos catalyzed asymmetric hydrogenation of the corresponding ε-substituted δ-ketal-β-keto esters. CaCO(3) played a dual role in the hydrogenation reaction--removing the acid generated during the formation of the catalyst and maintaining the activity of the catalyst.

silica-bonded n-propyldiethylenetriamine sulfamic acid (sbpdsa) was found as an efficient solid acid for the synthesis of coumarins. coumarin derivatives were obtained via the pechmann condensation reaction of phenols and β-keto-esters at 80 oc under solvent-free conditions. also, biscoumarins were obtained via the condensation of aldehydes and 4-hydroxycoumarin in water at reflux conditions. t...

Silica-bonded n-propyldiethylenetriamine sulfamic acid (SBPDSA) was found as an efficient solid acid for the synthesis of coumarins. Coumarin derivatives were obtained via the Pechmann condensation reaction of phenols and β-keto-esters at 80 oC under solvent-free conditions. Also, biscoumarins were obtained via the condensation of aldehydes and 4-hydroxycoumarin in water at reflux conditions. T...

Difluoromethanesulfonyl hypervalent iodonium ylides 2 were developed as electrophilic difluoromethylthiolation reagents for a wide range of nucleophiles. Enamines, indoles, β-keto esters, silyl enol ethers and pyrroles were effectively reacted with 2 affording desired difluoromethylthio (SCF2H)-substituted compounds in good to high yields under copper catalysis. The reaction of allyl alcohols w...

Efficient asymmetric synthesis of spiro-2(3H)-furanones was achieved via phase-transfer-catalyzed highly enantioselective alkynylation of cyclic β-keto esters with hypervalent iodine reagents.

A sterically demanding unsymmetrical pentafluorophenyl-triisopropylphenyl-λ(3)-iodane was developed as an effective reagent for the electrophilic pentafluorophenylation of various β-keto esters and a β-keto amide. 17 examples of α-pentafluorophenylated 1,3-dicarbonyl compounds 3 having a quaternary carbon center are provided. The resulting compounds were nicely transformed into chiral α-pentafl...

FeCl3.6H2O was used as an efficient catalyst for the synthesis of highly functionalized piperidines via a one-pot five-component reaction of aromatic amines, aromatic aldehydes and β-keto esters in EtOH at room temperature. The remarkable advantages offered by this method are good yields, simple procedure, short reaction times, no need to column chromatography and easy work-up. The structures o...

A convenient method for the preparation of alkynes and alkynyl esters from ketones and β-keto esters is described which involves the formation of vinyl triflates, followed by elimination with tetrabutylammonium fluoride trihydrate, to give alkynes. Unlike established elimination methods, the method requires neither a strong base nor anhydrous conditions.

A copper-catalyzed cascade reaction of α,β-unsaturated esters with keto esters is reported. It features a copper-catalyzed reductive aldolization followed by a lactonization. This method provides a facile approach to prepare γ-carboxymethyl-γ-lactones and δ-carboxymethyl-δ-lactones under mild reaction conditions.

Traditional therapeutics to treat bacterial infections have given rise to multi-drug resistant pathogens, which pose a major threat to human and animal health. In several pathogens, quorum sensing (QS)-a cell-cell communication system in bacteria-controls the expression of genes responsible for pathogenesis, thus representing a novel target in the fight against bacterial infections. Based on th...