Acceleration of Diels-Alder reactions by mechanical distortion

YS Zholdassov, L Yuan, SR Garcia, RW Kwok… - Science, 2023 - science.org
Challenges in quantifying how force affects bond formation have hindered the widespread
adoption of mechanochemistry. We used parallel tip-based methods to determine reaction …

Computational Organic Chemistry: The Frontier for Understanding and Designing Bioorthogonal Cycloadditions

D Svatunek - Topics in Current Chemistry, 2024 - Springer
Computational organic chemistry has become a valuable tool in the field of bioorthogonal
chemistry, offering insights and aiding in the progression of this branch of chemistry. In this …

Enantioselective Povarov reactions: An update of a powerful catalytic synthetic methodology

BC Lemos, E Venturini Filho, RG Fiorot… - European Journal of …, 2022 - Wiley Online Library
The enantioselective Povarov reaction is one of the most powerful synthetic strategy to
synthesize chiral, highly functionalized 1, 2, 3, 4‐tetrahydroquinolines. The present …

Computation-Guided Discovery of Diazole Monosubstituted Tetrazines as Optimal Bioorthogonal Tools

Y Li, Y Su, H Wang, Y **e, X Wang… - Journal of the …, 2024 - ACS Publications
Monosubstituted tetrazines are important bioorthogonal reactive tools due to their rapid
ligation with trans-cyclooctene. However, their application is limited by the reactivity–stability …

Formation of Isolable Dearomatized [4 + 2] Cycloadducts from Benzenes, Naphthalenes, and N-Heterocycles Using 1,2-Dihydro-1,2,4,5-tetrazine-3,6-diones as …

K Ikeda, R Kojima, K Kawai, T Murakami… - Journal of the …, 2023 - ACS Publications
We report that the dearomative [4+ 2] cycloaddition between 1, 2-dihydro-1, 2, 4, 5-tetrazine-
3, 6-diones (TETRADs) and benzenes, naphthalenes, or N-heteroaromatic compounds …

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 …

Substituent Effects in Bioorthogonal Diels–Alder Reactions of 1, 2, 4, 5‐Tetrazines

N Houszka, H Mikula… - Chemistry–A European …, 2023 - Wiley Online Library
Abstract 1, 2, 4, 5‐Tetrazines are increasingly used as reactants in bioorthogonal chemistry
due to their high reactivity in Diels–Alder reactions with various dienophiles. Substituents in …

Regioselective pyridazine synthesis from tetrazines and alkynyl sulfides

C Yamamoto, K Numata, M Suzuki… - Organic Chemistry …, 2024 - pubs.rsc.org
A regioselective synthesis of trisubstituted pyridazines from tetrazines and alkynyl sulfides is
described. Various pyridazines were selectively prepared by the inverse-electron-demand …

Pericyclic Cascade Reactions Affording Thienyl- and Benzo[b]thienyl-Fused Architectures: A Synthetic and Density Functional Theory Analysis of Asynchronous Diels …

J Price, T Tallaie, S Eisler - The Journal of Organic Chemistry, 2024 - ACS Publications
Herein, we report the synthesis and characterization of a series of thioarylmaleimides and
their varied propensity toward highly selective domino Diels–Alder (D–A)/rearrangement, D …

Computational molecular refinement to enhance enantioselectivity by reinforcing hydrogen bonding interactions in major reaction pathway

T Nakanishi, M Terada - Chemical Science, 2023 - pubs.rsc.org
Computational analyses have revealed that the distortion of a catalyst and the substrates
and their interactions are key to determining the stability of the transition state. Hence, two …