Pd^II‐Catalyzed C(alkenyl)−H Activation Facilitated by a Transient Directing Group**

Angewandte Chemie, Год журнала: 2022, Номер 134(25)

Опубликована: Апрель 25, 2022

Abstract Palladium(II)‐catalyzed C(alkenyl)−H alkenylation enabled by a transient directing group (TDG) strategy is described. The dual catalytic process takes advantage of reversible condensation between an alkenyl aldehyde substrate and amino acid TDG to facilitate coordination the metal catalyst subsequent activation tailored carboxylate base. resulting palladacycle then engages acceptor alkene, furnishing 1,3‐diene with high regio‐ E / Z ‐selectivity. reaction enables synthesis enantioenriched atropoisomeric 2‐aryl‐substituted 1,3‐dienes, which have seldom been examined in previous literature. Catalytically relevant palladacycles were synthesized characterized X‐ray crystallography, energy profiles step stereoinduction model elucidated density functional theory (DFT) calculations.

Язык: Английский

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Research Progress of Transition Metal Catalyzed Synthesis of 1,3- Conjugated Diene Compounds from Alkenes and Alkynes

Chinese Journal of Organic Chemistry, Год журнала: 2023, Номер 43(6), С. 1899 - 1899

Опубликована: Янв. 1, 2023

1,3-Conjugated dienes are key structural units of many natural products and drugs.Conjugated alkenes also play a central role in organic synthesis materials science due to their special chemical properties.At present, the 1,3-conjugated diene is mainly achieved by transition metal catalysis, researchers have constructed series 1,3-diene skeletons through this method, which enriches diversity conjugated compounds extends application range compounds.The reviewed classification based on different types catalysts, its development prospects prospected.

Язык: Английский

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Cross-Coupling Reactions between Alkenes by C–H Cyclometalation

Synlett, Год журнала: 2023, Номер 34(19), С. 2262 - 2292

Опубликована: Апрель 4, 2023

Abstract Alkenes are one of the most abundant raw feedstocks and utilized to construct complex chemicals, whilst cross-coupling reactions using alkenes represents a powerful method toward valuable chemicals. In past decade, simple by chelation-assisted alkenyl C–H functionalization has attracted significant attention due its atom/step efficiency excellent Z/E selectivity, proceeding exo-cyclometalation endo-cyclometalation. this account, we summarize transition-metal-catalyzed between generate 1,3-dienes via alkenylation,1,4-dienes through allylation, multisubstituted hydroalkenylation, heterocycles way tandem functionalization/annulation. Asymmetric alkenylation prepare axially chiral aryl is also discussed. 1 Introduction 2 Alkenyl Alkenylation 2.1 By endo-Cyclometalation 2.2 exo-Cyclometalation 3 Allylation 3.1 3.2 4 Alkylation Hydroalkenylation 5 Cascade Reactions 6 Conclusion

Язык: Английский

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Discovery and Enantioselective Synthesis of Tetra-Substituted Methylene Oxindole Atropisomers by Palladium-Catalyzed Domino Cyclization

ACS Catalysis, Год журнала: 2024, Номер 14(18), С. 13892 - 13902

Опубликована: Сен. 4, 2024

Язык: Английский

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Phenol-mediated decarboxylative proton transfer of γ-methylidene-δ-valerolactones: an approach towards (E)-2,4-pentadienoates

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(7), С. 2015 - 2020

Опубликована: Янв. 1, 2024

A phenol-mediated decarboxylative proton transfer of γ-methylidene-δ-valerolactones (GMDVs) was developed, affording the target polysubstituted ( E )-2,4-pentadienoates in 99% yields with / Z up to 99 : 1.

Язык: Английский

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