The mechanism of the addition of lithium enolates derived from esters, ketones and aldehydes to nitrones (Mannich-type reaction) has been studied using DFT methods. While the reactions with -methoxy and -methyl enolates takes place through a stepwise mechanism, consisting of an initial ...
The nitro-Mannich reaction belongs to a formidable suite of carbon-carbon bond-forming reactions, the aldol, Mannich, and Henry reactions that are all well understood and used routinely in molecular construction. They are all linked by the common addition of a stabilized anion to a carbonyl deriv...
Usingpara-methoxy-phenyl (PMP) protected imines, a Hantzsch ester as hydride source and a simple and economic thiourea organocatalyst, we have promoted the nitro-Mannich reaction with a nitroalkene to formanti-β-nitroamines. After protection as their trifluoroacetamides the products can be ...
1 When the electrophile is an imine (Schiff base) instead of a carbonyl compound, the reaction is called an aza-Henry reaction (or nitro-Mannich reaction). Sign in to download full-size image Scheme 2. Henry reaction and aza-Henry reaction. A wide range of basic reagents such as sodium ...
& Tia, R. Investigating the mechanism of formation of nitro-substituted nicotine analogue via the [3 + 2] cycloaddition reaction of (E)-substituted nitroethene derivatives and (Z)-C-(3-pyridyl)-N-aryl-nitrones: a density functional theory (DFT) study. Reac Kinet Mech Cat (2025). ...
A range of novel 尾-nitroacetamides with an alkenyl- or alkynyl tether were synthesized using the deprotonative or conjugate addition nitro-Mannich reaction. They were subjected to radical denitration-cyclisation with a 10 equivalent excess of tributyltin hydride, catalytic AIBN in refluxing benzene ...
Yamada K I,Moll G,Shibasaki M.The first enantioselective and diastereoselective catalytic nitro-mnnich reaction: a new entry to chiral vicinal diamines. Synlett . 2001The First Enantioselective and DiastereoselectiveCatalytic Nitro-Mannich Reaction: A New Entry to Chiral Vicinal Diamines. Yamada K.-...
5545Accesses 5Altmetric Metrics Abstract Catalytic reactions that enable access to different diastereoisomers are important but often difficult to achieve. One long-standing unsolved challenge is theanti-selective conjugate addition reaction between aldehydes and nitroolefins. This organocatalytic transformation ...
Anderson JC, Koovits PJ. 2013. An enantioselective tandem reduction/nitro-mannich reaction of nitroalkenes using a simple thiourea organocatalyst. Chemical Science 4:2897-2901 DOI 10.1039/c3sc50613d.Anderson, J.C.; Koovits, P.J. An enantioselective tandem reduction/nitro-Mannich reaction of ...
Determination of stage-specificity also alludes to the mechanism of action of the UCF 501 and establishes if it is distinct from current antimalarials. To define the stage-specificities antiplasmodial action of UCF 501, we investigated its effects on the intraerythrocytic development of the ...