Cargando…

Enantioselective and Regiodivergent Copper-Catalyzed Electrophilic Arylation of Allylic Amides with Diaryliodonium Salts

[Image: see text] A catalytic enantioselective and regiodivergent arylation of alkenes is described. Chiral copper(II)bisoxazoline complexes catalyze the addition of diaryliodonium salts to allylic amides in excellent ee. Moreover, the arylation can be controlled by the electronic nature of the diar...

Descripción completa

Detalles Bibliográficos
Autores principales:	Cahard, Elise, Male, Henry P. J., Tissot, Matthieu, Gaunt, Matthew J.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2015
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4569064/ https://www.ncbi.nlm.nih.gov/pubmed/26090564 http://dx.doi.org/10.1021/jacs.5b03937

Ejemplares similares

Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines
por: Beaud, Rodolphe, et al.
Publicado: (2016)

Copper-Catalyzed Synthesis of Axially Chiral Biaryls with Diaryliodonium Salts as Arylation Reagents
por: Zhang, Ji-Wei, et al.
Publicado: (2021)

Cu-catalyzed N-3-Arylation of Hydantoins Using Diaryliodonium Salts
por: Neerbye Berntsen, Linn, et al.
Publicado: (2020)

Copper-Catalyzed Enantioselective Borylative Allyl–Allyl Coupling of Allenes and Allylic gem-Dichlorides
por: Piñeiro-Suárez, Martín, et al.
Publicado: (2023)

Palladium-catalyzed synthesis of N-arylated carbazoles using anilines and cyclic diaryliodonium salts
por: Riedmüller, Stefan, et al.
Publicado: (2013)

Enantioselective and site-specific copper-catalyzed reductive allyl–allyl cross-coupling of allenes
por: Xu, Guoxing, et al.
Publicado: (2018)

Highly Enantioselective Hiyama Cross-Coupling via Rh-Catalyzed Allylic Arylation of Racemic Allyl Chlorides
por: González, Jesús, et al.
Publicado: (2019)

Copper-catalyzed transformation of alkyl nitriles to N-arylacetamide using diaryliodonium salts
por: Sallio, Romain, et al.
Publicado: (2021)

A counteranion triggered arylation strategy using diaryliodonium fluorides
por: Chan, L., et al.
Publicado: (2015)

Palladium-catalyzed regiodivergent hydroaminocarbonylation of alkenes to primary amides with ammonium chloride
por: Gao, Bao, et al.
Publicado: (2017)

Arylation with Unsymmetrical Diaryliodonium Salts: A Chemoselectivity Study
por: Malmgren, Joel, et al.
Publicado: (2013)

Enantioselective Carbocycle Formation through Intramolecular Pd-Catalyzed Allyl–Aryl Cross-Coupling
por: Schuster, Christopher H., et al.
Publicado: (2014)

DFT calculations on the mechanism of copper-catalysed tandem arylation–cyclisation reactions of alkynes and diaryliodonium salts
por: Stenczel, Tamás Károly, et al.
Publicado: (2018)

Cu-catalyzed asymmetric regiodivergent electrosynthesis and its application in the enantioselective total synthesis of (-)-fumimycin
por: Xie, Tian, et al.
Publicado: (2023)

Enantioselective nickel-catalyzed arylative and alkenylative intramolecular 1,2-allylations of tethered allene–ketones
por: Di Sanza, Riccardo, et al.
Publicado: (2020)

Competing Pathways in O‐Arylations with Diaryliodonium Salts: Mechanistic Insights
por: Stridfeldt, Elin, et al.
Publicado: (2017)

Regioselective molybdenum-catalyzed allylic substitution of tertiary allylic electrophiles: methodology development and applications
por: Salman, Muhammad, et al.
Publicado: (2020)

Ligand-controlled cobalt-catalyzed regiodivergent hydroboration of aryl,alkyl-disubstituted internal allenes
por: Wu, Caizhi, et al.
Publicado: (2020)

Copper-catalyzed enantioselective carbonylation toward α-chiral secondary amides
por: Yuan, Yang, et al.
Publicado: (2021)

Dual nickel and Lewis acid catalysis for cross-electrophile coupling: the allylation of aryl halides with allylic alcohols
por: Jia, Xue-Gong, et al.
Publicado: (2017)

Metal-Free S-Arylation of Phosphorothioate Diesters and Related Compounds with Diaryliodonium Salts
por: Sarkar, Sudeep, et al.
Publicado: (2023)

Copper-catalyzed synthesis of phenol and diaryl ether derivatives via hydroxylation of diaryliodoniums
por: Ye, Lianbao, et al.
Publicado: (2019)

Synthesis of C(2)-Symmetric Benzimidazolium Salts and Their Application in Palladium-Catalyzed Enantioselective Intramolecular α-Arylation of Amides
por: He, Weiping, et al.
Publicado: (2016)

Asymmetric synthesis of N-allylic indoles via regio- and enantioselective allylation of aryl hydrazines
por: Xu, Kun, et al.
Publicado: (2015)

Design, development and applications of copper-catalyzed regioselective (4 + 2) annulations between diaryliodonium salts and alkynes
por: Wang, Weilin, et al.
Publicado: (2022)

Development of (Trimethylsilyl)ethyl Ester Protected Enolates and Applications in Palladium-Catalyzed Enantioselective Allylic Alkylation: Intermolecular Cross-Coupling of Functionalized Electrophiles
por: Reeves, Corey M., et al.
Publicado: (2014)

Nickel-catalyzed enantioselective allylic alkylation of lactones and lactams with unactivated allylic alcohols
por: Ngamnithiporn, Aurapat, et al.
Publicado: (2018)

Palladium-Catalyzed Enantioselective Decarboxylative Allylic Alkylation of Cyclopentanones
por: Craig, Robert A., et al.
Publicado: (2015)

Bi(III)-Catalyzed Enantioselective Allylation Reactions of Ketimines
por: Wang, Jie, et al.
Publicado: (2019)

Boron-Catalyzed, Diastereo- and Enantioselective Allylation of Ketones with Allenes
por: Nicholson, Kieran, et al.
Publicado: (2022)

Nickel-catalyzed enantioselective arylation of pyridine
por: Lutz, J. Patrick, et al.
Publicado: (2016)

N 1-Arylation of 1,4-Benzodiazepine-2-ones with Diaryliodonium Salts
por: Khan, Raysa, et al.
Publicado: (2018)

Transition Metal‐Free N‐Arylation of Amino Acid Esters with Diaryliodonium Salts
por: Kervefors, Gabriella, et al.
Publicado: (2021)

Metal-Free Regiodivergent Addition of Carbon Nucleophiles to α,β-Unsaturated Electrophiles
por: Spitz, Cédric, et al.
Publicado: (2017)

Palladium-catalyzed direct β-arylation of ketones with diaryliodonium salts: a stoichiometric heavy metal-free and user-friendly approach
por: Huang, Zhongxing, et al.
Publicado: (2015)

Merging Regiodivergent Catalysis with Atom‐Economical Radical Arylation
por: Mühlhaus, Felix, et al.
Publicado: (2019)

Copper/N,N-Dimethylglycine Catalyzed Goldberg Reactions Between Aryl Bromides and Amides, Aryl Iodides and Secondary Acyclic Amides
por: Jiang, Liqin
Publicado: (2014)

Iridium-catalyzed enantioselective direct vinylogous allylic alkylation of coumarins
por: Sarkar, Rahul, et al.
Publicado: (2018)

Iridium‐Catalyzed Enantioselective Intermolecular Indole C2‐Allylation
por: Rossi‐Ashton, James A., et al.
Publicado: (2020)

Mechanistic Investigations of Cu-Catalyzed Fluorination of Diaryliodonium Salts: Elaborating the Cu(I)/Cu(III) Manifold in Copper Catalysis
por: Ichiishi, Naoko, et al.
Publicado: (2014)

Cannot write session to /tmp/vufind_sessions/sess_i2ji6phv456tfr5fl687lmf3bq