Cargando…

Diastereo‐ and Enantioselective Inverse‐Electron‐Demand Diels–Alder Cycloaddition between 2‐Pyrones and Acyclic Enol Ethers

A broadly applicable diastereo‐ and enantioselective inverse‐electron‐demand Diels–Alder reaction of 2‐pyrones and acyclic enol ethers is reported herein. Using a copper(II)‐BOX catalytic system, bridged bicyclic lactones are obtained in very high yields (up to 99 % yield) and enantioselectivities (...

Descripción completa

Detalles Bibliográficos
Autores principales:	Huang, Guanghao, Guillot, Régis, Kouklovsky, Cyrille, Maryasin, Boris, de la Torre, Aurélien
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	John Wiley and Sons Inc. 2022
Materias:	Research Articles
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9826153/ https://www.ncbi.nlm.nih.gov/pubmed/36040131 http://dx.doi.org/10.1002/anie.202208185

Ejemplares similares

Total Synthesis of Ophiorrhine A, G and Ophiorrhiside E Featuring a Bioinspired Intramolecular Diels–Alder Cycloaddition
por: Cao, Wei, et al.
Publicado: (2022)

Diastereo- and Enantioselective Iridium-Catalyzed Allylation of Cyclic Ketone Enolates: Synergetic Effect of Ligands and Barium Enolates
por: Chen, Wenyong, et al.
Publicado: (2014)

Asymmetric pyrone Diels–Alder reactions enabled by dienamine catalysis
por: Cole, Charles J. F., et al.
Publicado: (2019)

Diels–Alder Cycloaddition Reactions in Sustainable Media
por: Soares, Maria I. L., et al.
Publicado: (2022)

Enantioselective oxa‐Diels–Alder Sequences of Dendralenes
por: Fan, Yi‐Min, et al.
Publicado: (2022)

Diastereo- and enantioselective [3 + 3] cycloaddition of spirocyclopropyl oxindoles using both aldonitrones and ketonitrones
por: Xu, Peng-Wei, et al.
Publicado: (2017)

Synthesis and Diels–Alder cycloaddition reaction of norbornadiene and benzonorbornadiene dimers
por: Nişancı, Bilal, et al.
Publicado: (2009)

Hetero‐Diels–Alder Cycloaddition with RAFT Polymers as Bioconjugation Platform
por: Beloqui, Ana, et al.
Publicado: (2020)

Synthesis of the [11]Cyclacene Framework by Repetitive Diels–Alder Cycloadditions
por: Bauer, John B., et al.
Publicado: (2021)

Carbamate-directed benzylic lithiation for the diastereo- and enantioselective synthesis of diaryl ether atropisomers
por: Page, Abigail, et al.
Publicado: (2011)

Enantioselective Inverse-Electron Demand Aza-Diels–Alder Reaction: ipso,α-Selectivity of Silyl Dienol Ethers
por: Laina-Martín, Víctor, et al.
Publicado: (2021)

Enantioselective Diels–Alder reaction of anthracene by chiral tritylium catalysis
por: Zhang, Qichao, et al.
Publicado: (2019)

Diels-Alder cycloadditions in water for the straightforward preparation of peptide–oligonucleotide conjugates
por: Marchán, Vicente, et al.
Publicado: (2006)

Diels-Alder cycloadditions in water for the straightforward preparation of peptide–oligonucleotide conjugates
por: Marcha´n, Vicente, et al.
Publicado: (2006)

On the regioselectivity of the Diels–Alder cycloaddition to C(60) in high spin states
por: El Bakouri, Ouissam, et al.
Publicado: (2018)

Secondary Orbital Interactions Enhance the Reactivity of Alkynes in Diels–Alder Cycloadditions
por: Levandowski, Brian J., et al.
Publicado: (2019)

Assessment on facile Diels–Alder approach of α-pyrone and terpenoquinone for the expedient synthesis of various natural scaffolds
por: Rammohan, Aluru, et al.
Publicado: (2022)

Metal-Free Diastereo- and Enantioselective Dearomative Formal [3 + 2] Cycloaddition of 2-Nitrobenzofurans and Isocyanoacetate Esters
por: Laviós, Adrian, et al.
Publicado: (2022)

Enantioselective allylic alkylation of stereodefined polysubstituted copper enolates as an entry to acyclic quaternary carbon stereocentres
por: Nairoukh, Zackaria, et al.
Publicado: (2017)

Diastereo- and enantioselective preparation of cyclopropanol derivatives
por: Simaan, Marwan, et al.
Publicado: (2019)

Regio‐, Diastereo‐, and Enantioselective Decarboxylative Hydroaminoalkylation of Dienol Ethers Enabled by Dual Palladium/Photoredox Catalysis
por: Zheng, Jun, et al.
Publicado: (2022)

Electronic Structure Analysis of the Diels–Alder Cycloaddition Catalyzed by Alkali-Exchanged Faujasites
por: Rohling, Roderigh Y., et al.
Publicado: (2018)

Correction to “Secondary Orbital Interactions Enhance the Reactivity of Alkynes in Diels–Alder Cycloadditions”
por: Levandowski, Brian J., et al.
Publicado: (2019)

Highly enantioselective access to cannabinoid-type tricyles by organocatalytic Diels–Alder reactions
por: Bräse, Stefan, et al.
Publicado: (2012)

Enantioselective Organocatalytic Diels–Alder Trapping of Photochemically Generated Hydroxy‐o‐Quinodimethanes
por: Dell'Amico, Luca, et al.
Publicado: (2016)

Chiral‐at‐Iron Catalyst for Highly Enantioselective and Diastereoselective Hetero‐Diels‐Alder Reaction
por: Hong, Yubiao, et al.
Publicado: (2021)

Diels–Alder cycloadditions of N-arylpyrroles via aryne intermediates using diaryliodonium salts
por: Chen, Huangguan, et al.
Publicado: (2018)

Effect of substituents and promoters on the Diels–Alder cycloaddition reaction in the biorenewable synthesis of trimellitic acid
por: Khan, Tuhin Suvra, et al.
Publicado: (2020)

Theoretical Analysis of the Heterocyclic [4+2] Cycloaddition Between Pyridinium Ion and Enol Ether
por: Nakahara, Masataka, et al.
Publicado: (2021)

Enantioselective α-functionalizations of ketones via allylic substitution of silyl enol ethers
por: He, Zhi-Tao, et al.
Publicado: (2018)

Synthesis of chiral-at-metal rhodium complexes from achiral tripodal tetradentate ligands: resolution and application to enantioselective Diels–Alder and 1,3-dipolar cycloadditions
por: Tejero, Alvaro G., et al.
Publicado: (2022)

Diastereo- and enantioselective copper catalyzed hydroallylation of disubstituted cyclopropenes
por: Sommer, Heiko, et al.
Publicado: (2018)

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

Exploiting Double Exchange Diels-Alder Cycloadditions for Immobilization of Peptide Nucleic Acids on Gold Nanoparticles
por: Cadoni, Enrico, et al.
Publicado: (2020)

Successive Diels–Alder Cycloadditions of Cyclopentadiene to [10]CPP⊃C(60): A Computational Study
por: Pareras, Gerard, et al.
Publicado: (2022)

η(6)‐Metalated Aryl Iodides in Diels‐Alder Cycloaddition Reactions: Mode of Activation and Catalysis
por: Portela, Susana, et al.
Publicado: (2022)

Elucidation of the stereocontrol mechanisms of the chemical and biosynthetic intramolecular Diels–Alder cycloaddition for the formation of bioactive decalins
por: Kariya, Takumi, et al.
Publicado: (2023)

Enantioselective Synthesis of (+)-Estrone Exploiting a Hydrogen Bond-Promoted Diels−Alder Reaction
por: Weimar, Marko, et al.
Publicado: (2010)

A Cu(II)–ATP complex efficiently catalyses enantioselective Diels–Alder reactions
por: Wang, Changhao, et al.
Publicado: (2020)

Organocatalytic Strategies for the Development of the Enantioselective Inverse‐electron‐demand Hetero‐Diels‐Alder Reaction
por: Laina‐Martín, Víctor, et al.
Publicado: (2021)

Cannot write session to /tmp/vufind_sessions/sess_pdbb30mk65dvr9q1ubovvo803q