In the present paper, we described efficient enantioselective kinetic resolution (KR) of racemic diastereocontrolled secondary alcohols bearing a quaternary stereocenter using commercially available chiral isothiourea organocatalyst. This methodology is general KR leading to enantiocontrol acyclic with high levels stereoselectivity (s up 185) on large scope. The hydroxyl function can easily ser...

A water soluble, Bronsted acid, 5-sulfosalicylic acid as an efficient organocatalyst was used for the synthesis of physiologically active 2-substituted benzimidazole derivatives from o-phenylenediamine and aromatic aldehydes in ethanol at reflux condition. Cost-effectiveness, use of non-hazardous solvents, metal free and commercially available catalyst, single-step, environmentally fri...

Enantiomerically pure mono-N-Boc-protected trans-cyclohexane-1,2-diamines are used as organocatalysts for the enantioselective conjugate addition of α,α-disubstituted aldehydes to maleimides. Using a single enantiomer of the organocatalyst, both enantiomeric forms of the resulting Michael adducts bearing a new quaternary stereocenter are obtained in high yields, only by changing the reaction so...

1-Ethyl-3-methylimidazolium acetate is introduced as a robust organocatalyst for solvent-free cyanosilylation of carbonyl compounds with trimethylsilyl cyanide (TMSCN). The catalyst loading can be reduced to as low as 0.1-0.0001 mol % under mild reaction conditions, giving considerably high TOF values from 10,843 h-1 to 10,602,410 h-1 in the field of organocatalyzed transformations. The present...

In this work, we report an unusually concise immobilization of Cinchona organocatalysts using thiol-ene chemistry, in which catalyst immobilization and bead polymerization is combined in a single step. A solution of azo initiator, polyfunctional thiol, polyfunctional alkene and an unmodified Cinchona-derived organocatalyst in a solvent is suspended in water and copolymerized on heating by thiol...

A short, high-yielding protocol involving the enantioselective α-chlorination of aldehydes has been developed for the enantioselective synthesis of C2-functionalized aziridines and N-alkyl terminal azetidines from a common intermediate. This methodology allows for the rapid preparation of functionalized aziridines in 50-73% overall yields and 88-94% ee, and azetidines in 22-32% overall yields a...

α,β-Unsaturated acyl ammoniums generated from the reaction of α,β-unsaturated 2,4,6-trichlorophenol (TCP) esters bearing a pendent enone with an isothiourea organocatalyst are versatile intermediates in a range of enantioselective nucleophile-dependent domino processes to form complex products of diverse topology with excellent stereoselectivity. Use of either 1,3-dicarbonyls, acyl benzothiazol...

An enantioselective organocatalytic addition of sodium bisulfite to (E)-nitroalkenes has been developed by using a chiral bifunctional organocatalyst. The present methodology provides variety ?-nitroethanesulfonic acid compounds (17 examples) with excellent results: up 99 % yield and enantioselectivity (up 96 ee). reaction tolerates (hetero)aryl alkyl substituents on the ?-nitroalkenes, ?,?-dis...

In this study, we have designed, synthesized and full characterized a novel biological based acidic nano organocatalyst via condensations reaction of uric acid phosphorous acid. The obtained compound was named theacrine tetrakis(phosphonic acid) (TTPA) prepared under refluxing ethanol. This new applied as an efficient recyclable catalyst for the preparation pyridines with indole moieties cooper...

Modified nucleobases are potentially useful building blocks when containing catalytically active functionalities and could be introduced in chiral tridimensional molecules such as nucleic acids, which creates the premises for development of novel catalytic species. Herein, we describe synthesis a β-C-nucleoside bearing diol group at anomeric position, amenable metal ligand or organocatalyst. An...