Cargando…

Iron-Catalyzed Cross-Coupling of α-Allenyl Esters with Grignard Reagents for the Synthesis of 1,3-Dienes

[Image: see text] Structurally diverse 1,3-dienes are valuable building blocks in organic synthesis. Herein we report the iron-catalyzed coupling between α-allenyl esters and Grignard reagents, which provides a fast and practical approach to a variety of complex substituted 1,3-dienes. The reaction...

Descripción completa

Detalles Bibliográficos
Autores principales:	Kong, Wei-Jun, Kessler, Simon N., Wu, Haibo, Bäckvall, Jan-E.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2023
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9841610/ https://www.ncbi.nlm.nih.gov/pubmed/36599130 http://dx.doi.org/10.1021/acs.orglett.2c03916

Ejemplares similares

Iron‐catalyzed Cross‐Coupling of Propargyl Carboxylates and Grignard Reagents: Synthesis of Substituted Allenes
por: Kessler, Simon N., et al.
Publicado: (2016)

A Synthesis of Substituted α-Allenols via Iron-Catalyzed Cross-Coupling of Propargyl Carboxylates with Grignard Reagents
por: Kessler, Simon N., et al.
Publicado: (2016)

Iron‐Catalyzed Cross‐Coupling of Propargyl Ethers with Grignard Reagents for the Synthesis of Functionalized Allenes and Allenols
por: Posevins, Daniels, et al.
Publicado: (2021)

Grignard Reagent-Catalyzed Hydroboration of Esters, Nitriles, and Imines
por: Han, Hyun Ji, et al.
Publicado: (2023)

Iron-Catalyzed Coupling of Aryl Grignard Reagents with Alkyl Halides: A Competitive Hammett Study**
por: Hedström, Anna, et al.
Publicado: (2011)

Iron‐Catalyzed Cross‐Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow
por: Deng, Yuchao, et al.
Publicado: (2019)

Copper-Catalyzed Oxidative Homo- and Cross-Coupling of Grignard Reagents Using Diaziridinone
por: Zhu, Yingguang, et al.
Publicado: (2014)

Pd-catalyzed allylative dearomatisation using Grignard reagents
por: Boldrini, Cosimo, et al.
Publicado: (2021)

Iron-Catalyzed C(sp(2))–C(sp(3)) Cross-Coupling of Aryl Chlorobenzoates with Alkyl Grignard Reagents
por: Bisz, Elwira, et al.
Publicado: (2020)

Highly Enantioselective, Intermolecular Hydroamination of Allenyl Esters Catalyzed by Bifunctional Phosphinothioureas
por: Fang, Yuan-Qing, et al.
Publicado: (2014)

Stereospecific Nickel-Catalyzed Cross-Coupling Reactions of Benzylic Ethers with Isotopically-Labeled Grignard Reagents
por: Dawson, David D., et al.
Publicado: (2015)

Cobalt-Catalyzed (Hetero)arylation of Saturated Cyclic Amines with Grignard Reagents
por: Barré, Baptiste, et al.
Publicado: (2018)

Iron-Catalyzed Cross-Coupling Reactions of Alkyl Grignards with Aryl Chlorobenzenesulfonates
por: Bisz, Elwira
Publicado: (2021)

Tertiary amine synthesis via reductive coupling of amides with Grignard reagents
por: Xie, Lan-Gui, et al.
Publicado: (2017)

Cross-Coupling Reaction of Allylic Ethers with Aryl Grignard Reagents Catalyzed by a Nickel Pincer Complex
por: Hashimoto, Toru, et al.
Publicado: (2019)

Copper‐Catalyzed Addition of Grignard Reagents to in situ Generated Indole‐Derived Vinylogous Imines
por: Ge, Luo, et al.
Publicado: (2020)

Fe-catalyzed three-component dicarbofunctionalization of unactivated alkenes with alkyl halides and Grignard reagents
por: Liu, Lei, et al.
Publicado: (2020)

Nickel-catalyzed coupling reaction of alkyl halides with aryl Grignard reagents in the presence of 1,3-butadiene: mechanistic studies of four-component coupling and competing cross-coupling reactions
por: Iwasaki, Takanori, et al.
Publicado: (2018)

Gold-catalyzed cyclization of allenyl acetal derivatives
por: Vasu, Dhananjayan, et al.
Publicado: (2013)

Nickel-catalyzed switchable 1,3-dienylation and enantioselective allenylation of phosphine oxides
por: Zhang, Jiayin, et al.
Publicado: (2022)

Synthesis of Bis-heteroaryls Using Grignard Reagents and Pyridylsulfonium Salts
por: Horan, Alexandra M., et al.
Publicado: (2021)

Gold-catalyzed heterocyclizations in alkynyl- and allenyl-β-lactams
por: Alcaide, Benito, et al.
Publicado: (2011)

Iron‐Catalyzed Cross‐Coupling of Thioesters and Organomanganese Reagents
por: Geiger, Valentin Jacob, et al.
Publicado: (2022)

Unusual Nucleophilic Addition of Grignard Reagents in the Synthesis of 4-Amino-pyrimidines
por: Tinson, Ryan A. J., et al.
Publicado: (2018)

A DFT Study on Fe(I)/Fe(II)/Fe(III) Mechanism of the Cross-Coupling between Haloalkane and Aryl Grignard Reagent Catalyzed by Iron-SciOPP Complexes
por: Sharma, Akhilesh K., et al.
Publicado: (2020)

Protocol for the synthesis of homoallenic alcohols via allenyl radical-mediated allenylation of alkenes
por: Wei, Yunlong, et al.
Publicado: (2023)

Divergent Pd-catalyzed cross-coupling of allenyloxazolidinones to give chiral 1,3-dienes and vinyloxazolidinones
por: Brown, Ronald W., et al.
Publicado: (2019)

Catalytic enantioselective addition of Grignard reagents to aromatic silyl ketimines
por: Rong, Jiawei, et al.
Publicado: (2016)

Investigation of Grignard Reagent as an Advanced Base for Aza-Claisen Rearrangement
por: Song, Bo Reum, et al.
Publicado: (2019)

Halogenation Reactions of Alkyl Alcohols Employing Methyl Grignard Reagents
por: Hirbawi, Nadia, et al.
Publicado: (2022)

Stereoselective synthesis of pentasubstituted 1,3-dienes via Ni-catalyzed reductive coupling of unsymmetrical internal alkynes
por: Zhou, Zhijun, et al.
Publicado: (2020)

Transition metal-free domino acyl substitution/Michael addition of alkenyl Grignard reagents to lactam esters: synthesis of lactam-bearing homoallylic ketones
por: Farah, Abdikani Omar, et al.
Publicado: (2020)

Annulation Reactions of Allenyl Esters: An Approach to Bicyclic Diones and Medium-Sized Rings
por: Bhat, Bilal A., et al.
Publicado: (2014)

Stretchable chiral pockets for palladium-catalyzed highly chemo- and enantioselective allenylation
por: Zhang, Yuchen, et al.
Publicado: (2021)

Cu-catalyzed, Mn-mediated propargylation and allenylation of aldehydes with propargyl bromides
por: Zhang, Rongli, et al.
Publicado: (2022)

Highly Enantioselective Catalytic Addition of Grignard Reagents to N‐Heterocyclic Acceptors
por: Guo, Yafei, et al.
Publicado: (2019)

Enantioselective Catalytic Dearomative Addition of Grignard Reagents to 4-Methoxypyridinium Ions
por: Guo, Yafei, et al.
Publicado: (2021)

Morphological Plasticity of LiCl Clusters Interacting with Grignard Reagent in Tetrahydrofuran
por: de Giovanetti, Marinella, et al.
Publicado: (2023)

Active template rotaxane synthesis through the Ni-catalyzed cross-coupling of alkylzinc reagents with redox-active esters
por: Echavarren, Javier, et al.
Publicado: (2019)

Palladium-catalyzed asymmetric allenylic alkylation: construction of multiple chiral thiochromanone derivatives
por: Liu, Li-Xia, et al.
Publicado: (2023)

Cannot write session to /tmp/vufind_sessions/sess_hrmgahg6o056maufduki8rn8qj