The use of diethyl carbonate as a sustainable solvent for organocatalytic asymmetric transfer hydrogenations of 2-substituted quinolines using highly efficient chiral phosphoric acid catalysts with Hantzsch esters as a hydrogen source is reported for the first time. The asymmetric transfer hydrogenation reaction in diethyl carbonate provides enantiomerically pure 1,2,3,4-tetrahydroquinolines wi...

Compounds containing the -PO3H2 function, such as monoesters of phosphoric acid and phosphonic acids, specifically bind to aluminium oxide in aqueous solution under experimental conditions where non-phosphorylated compounds are completely desorbed. The bound organic phosphate can be specifically displaced by aqueous solution of inorganic phosphates thus allowing their separation or detection by...

It has been shown in earlier reports1 that the organic phosphorus compounds of wheat bran which have been isolated after digesting the bran in 0.2 per cent hydrochloric acid differ in composition and properties from phytin or inosite hexaphosphate. It has been found that under these conditions several organic phosphoric acids are obtained. Of these we have isolated and identified t,wo; viz., in...

A one-pot three-component synthesis of dihydropyrimidinones via a molecular iodine-catalyzed tandem reaction of simple readily available mono-substituted urea, alkylaldehyde, and arylaldehyde has been developed. The reaction proceeds with high chemo- and regioselectivity to give highly diverse dihydropyrimidinones in reasonable yields under mild reaction conditions. Moreover, the first catalyti...

A class of monomeric nuphar analogues that are either epimeric at C1 and C1' or lack the naturally occurring methyl group at those positions were synthesized and evaluated for biological activity. The syntheses feature enantioselective vinylogous Mukaiyama-Mannich (vM-Mannich) reactions catalyzed by chiral phosphoric acids that proceed with excellent diastereoselectivity. Biological assays reve...

Microporous polymer networks based on binaphthyl phosphoric acids are suitable heterogeneous asymmetric organocatalysts. Herein we show that the porous characteristics of such networks can be fine-tuned by co-polymerisation. This enables us to investigate the influence of the surface area and porosity in microporous networks on their catalytic performance. In this case, the activity of the poly...

An enantioselective PdII /Brønsted acid-catalyzed carbonylative carbocyclization of enallenes ending with a cross-dehydrogenative coupling (CDC) with a terminal alkyne was developed. VAPOL phosphoric acid was found as the best co-catalyst among the examined 28 chiral acids, for inducing the enantioselectivity of α-chiral ketones. As a result, a number of chiral cyclopentenones were easily synth...

Chiral anion phase-transfer of aryldiazonium cations was utilized to achieve highly enantioselective α-amination of carbonyl compounds. A broad scope of indanone- and benzosuberone-derived substrates was amenable to this strategy. Critical to obtaining high levels of enantioselectivity was the use of BINAM-derived phosphoric acids. The utility of this transformation was demonstrated through fac...

A new class of chiral bifunctional heterogeneous materials composed of Au/Pd nanoparticles and chiral phosphoric acids as active orthogonal catalysts was prepared by utilizing a facile pseudo-suspension co-polymerization method. It was found that this heterogeneous catalyst was capable of facilitating the sequential aerobic oxidation-asymmetric intramolecular aza-Friedel-Crafts reaction between...

A new class of chiral bifunctional heterogeneous materials composed of Au/Pd nanoparticles and chiral phosphoric acids as active orthogonal catalysts was prepared by utilizing a facile pseudo-suspension copolymerization method. It was found that this heterogeneous catalyst was capable of facilitating the sequential aerobic oxidation-asymmetric intramolecular aza-Friedel–Crafts reaction between ...