Recent advances in the N-heterocyclic carbene (NHC)-organocatalyzed Stetter reaction and related chemistry

SR Yetra, A Patra, AT Biju - Synthesis, 2015 - thieme-connect.com
Recent developments in the N-heterocyclic carbene (NHC)-catalyzed umpolung of
aldehydes followed by their interception with activated carbon–carbon double bonds …

NHC-catalysed [3+ 2]-asymmetric annulation between pyrazolin-4, 5-diones and enals: synthesis of novel spirocyclic pyrazolone γ-butyrolactones and computational …

M Gil-Ordóñez, A Maestro, P Ortega… - Organic Chemistry …, 2022 - pubs.rsc.org
Chiral pyrazolones with a spirocyclic centre at the C4-position are widely found in a large
family of medically relevant compounds. In recent years, organocatalysis, particularly that …

Origin of chemoselectivity in N-heterocyclic carbene catalyzed cross-benzoin reactions: DFT and experimental insights

SM Langdon, CY Legault, M Gravel - The Journal of Organic …, 2015 - ACS Publications
An exploration into the origin of chemoselectivity in the NHC-catalyzed cross-benzoin
reaction reveals several key factors governing the preferred pathway. In the first …

Cooperative asymmetric catalysis by N-heterocyclic carbenes and Brønsted acid in γ-lactam formation: insights into mechanism and stereoselectivity

M Pareek, RB Sunoj - ACS Catalysis, 2016 - ACS Publications
Current developments in the burgeoning area of cooperative asymmetric catalysis indicate
the use of N-heterocyclic carbenes (NHCs) in conjunction with other catalysts such as a …

Formation, Oxidation, and Fate of the Breslow Intermediate in the N-Heterocyclic Carbene-Catalyzed Aerobic Oxidation of Aldehydes

O Bortolini, C Chiappe, M Fogagnolo… - The Journal of …, 2017 - ACS Publications
The reaction paths and intermediate structures related to the formation of the Breslow
intermediate and its oxidation along the oxidative/oxygenative lanes have been studied from …

Access to Spiropyrazolone-butenolides through NHC-Catalyzed [3 + 2]-Asymmetric Annulation of 3-Bromoenals and 1H-Pyrazol-4,5-diones

M Gil-Ordóñez, A Maestro… - The Journal of Organic …, 2023 - ACS Publications
The stereoselective synthesis of spirocyclic pyrazolin-5-ones by N-heterocyclic carbene
(NHC) organocatalysis has been less studied so far. For this reason and considering the …

The base-catalyzed aerobic oxidation of hydroquinones to benzoquinones under metal-free conditions

J Luo, J Yao, H Li - Green Chemistry, 2022 - pubs.rsc.org
Metal catalysts have always been used in the aerobic oxidation of hydroquinones to
benzoquinones. Here an organic base was used as a catalyst to carry out this reaction in the …

Insights into the competing mechanisms and origin of enantioselectivity for N-heterocyclic carbene-catalyzed reaction of aldehyde with enamide

Y Qiao, X Chen, D Wei, J Chang - Scientific Reports, 2016 - nature.com
Hydroacylation reactions and aza-benzoin reactions have attracted considerable attention
from experimental chemists. Recently, Wang et al. reported an interesting reaction of N …

Reactions of Aldehydes and Ketones and their Derivatives

BA Murray - Organic Reaction Mechanisms 2011: An annual …, 2014 - Wiley Online Library
Carbohydrate‐based benzylidene acetals undergo reductive ring opening. 1‐β‐O‐Acyl
glucoside conjugates of phenylacetic acids have been synthesized, and their acyl migration …

A potential role of a substrate as a base for the deprotonation pathway in Rh-catalysed C–H amination of heteroarenes: DFT insights

MJ Ajitha, KW Huang, J Kwak, HJ Kim, S Chang… - Dalton …, 2016 - pubs.rsc.org
The possibility of direct introduction of a new functionality through C–H bond activation is an
attractive strategy in covalent synthesis. Here, we investigated the mechanism of Rh …