Now showing items 1-10 of 28
Enantioselective oxidative cross-dehydrogenative coupling of tertiary amines to aldehydes
An enantioselective and direct oxidative coupling of aldehydes to tertiary amines to give β-amino alcohols is described. Catalyzed by copper(II), the reaction proceeds to give a racemic mixture of products; however, by ...
Access to pyridines via DMAP-catalyzed activation of α-chloro acetic ester to react with unsaturated imines
Facile access to trisubstituted pyridines from α-chloro acetic ester and unsaturated imines is achieved. DMAP-catalyzed activation of ester to form an enolate intermediate constitutes a key reaction step. On the application ...
Carbon–carbon bond activation of cyclobutenones enabled by the addition of chiral organocatalyst to ketone
The activation of carbon–carbon (C–C) bonds is an effective strategy in building functional molecules. The C–C bond activation is typically accomplished via metal catalysis, with which high levels of enantioselectivity are ...
N-heterocyclic carbene organocatalytic reductive β,β-coupling reactions of nitroalkenes via radical intermediates
An unprecedented N-heterocyclic carbene catalytic reductive β,β-carbon coupling of α,β-nitroalkenes, by using an organic substrate to mimic the one-electron oxidation role of the pyruvate ferredoxin oxidoreductase (PFOR) ...
Aminomethylation of enals through carbene and acid cooperative catalysis : concise access to β2-amino acids
A convergent, organocatalytic asymmetric aminomethylation of α,β-unsaturated aldehydes by N-heterocyclic carbene (NHC) and (in situ generated) Brønsted acid cooperative catalysis is disclosed. The catalytically generated ...
Functionalization of benzylic C(sp3)H bonds of heteroaryl aldehydes through N-heterocyclic carbene organocatalysis
Aryl aldehyde activation: Oxidative activation of 2-methylindole-3-carboxaldehyde (I) through N-heterocyclic carbene (NHC) organocatalysis generates heterocyclic ortho-quinodimethane (II) as a key intermediate. This ...
Enantioselective Diels–Alder reactions of enals and alkylidene diketones catalyzed by N-heterocyclic carbenes
An electron-withdrawing group was introduced to the α-position of chalcones, and the resulting alkylidene diketones showed new reactivities with enals under the catalysis of N-heterocyclic carbenes (NHCs). Selective ...
Enantioselective Stetter reactions of enals and modified chalcones catalyzed by N-heterocyclic carbenes
New trick for an old cat.: Triazolium-based N-heterocyclic carbenes (NHCs) catalyze the selective generation of acyl anion equivalents for the title reaction. The stereoelectronic properties of the enal-derived Breslow ...
Organocatalytic enantioselective γ-aminoalkylation of unsaturated ester : access to pipecolic acid derivatives
The direct γ-carbon functionalization of α,β-unsaturated esters via N-Heterocyclic Carbene (NHC) catalysis is disclosed. This catalytically generated nucleophilic γ-carbon undergoes highly enantioselective additions to ...
NHC-catalyzed reactions of enals with water as a solvent
Water is demonstrated as a suitable solvent for NHC-catalyzed reactions of enals. The use of D2O as a solvent allows for the effective incorporation of deuterium isotopes into organic molecules.