Asymmetric Michael additions of 1,3-dicarbonyl compounds to N-substituted maleimides were carried out using primary amine-(thio)phosphoramide bifunctional chiral organocatalysts derived from optically pure C2-symmetric 1,2-diamines. The addition ethyl 2-fluoroacetoacetate the 1,2-diphenylethane-1,2-diamine thiophosphoramide catalyst afforded various succinimides substituted with fluorine bearin...

A convenient synthetic route for the synthesis of biologically active functionalized piperidines usingZn(OAc)2.2H2O as a highly efficient catalyst via five-component reaction of aromatic aldehydes,anilines and β-ketoesters at ambient temperature has studied. Mild reaction conditions, simplicity ofoperation and work-up procedures with no necessity of chromatographic purification steps, theavaila...

a mild and efficient method has been developed for the preparation of substituted coumarins from reaction of various phenols with different β-ketoesters via pechmann condensation in the presence of brønsted acidic ionic liquid (n-(4-sulfonic acid) butyl triethylammonium hydrogen sulfate) as an effective catalyst under solvent-free conditions. different phenols reacted with ethyl acetoacetate to...

A new synthesis of 3H-pyrimidin-4-ones, characterized by four different sets of decorations, is presented. The strategy is based on the synthetic elaboration of readily available α-substituted β-ketoesters that, upon transformation into the corresponding acyl enamines, have been cyclized to give 6H-1,3-oxazin-6-ones. These reactive intermediates have been in turn cleanly converted into highly f...

Heat and shock sensitive tosyl azide was generated and used on demand in a telescoped diazo transfer process. Small quantities of tosyl azide were accessed in a 'one pot' batch procedure using shelf stable, readily available reagents. For large scale diazo transfer reactions tosyl azide was generated and used in a telescoped flow process, to mitigate the risks associated with handling potential...

Disclosed herein is a stereoselective method for the synthesis of 2,3-furan fused carbocycles bearing adjacent quaternary and tertiary carbon stereocenters. The chemistry is based on an asymmetric addition of β-ketoesters to 2-(1-alkynyl)-2-alkene-1-ones catalysed by natural cinchona alkaloids followed by a silver-catalysed intramolecular cycloisomerisation. By exploiting the distinct catalysis...