Cargando…

Strong and Confined Acids Control Five Stereogenic Centers in Catalytic Asymmetric Diels–Alder Reactions of Cyclohexadienones with Cyclopentadiene

We describe a highly enantioselective Diels–Alder reaction of cross‐conjugated cyclohexadienones with cyclopentadiene, in which five stereocenters are effectively controlled by a strongly acidic and confined imidodiphosphorimidate catalyst. Our approach provides tricyclic products in excellent stere...

Descripción completa

Detalles Bibliográficos
Autores principales:	Ghosh, Santanu, Das, Sayantani, De, Chandra Kanta, Yepes, Diana, Neese, Frank, Bistoni, Giovanni, Leutzsch, Markus, List, Benjamin
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	John Wiley and Sons Inc. 2020
Materias:	Communications
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7383742/ https://www.ncbi.nlm.nih.gov/pubmed/32159921 http://dx.doi.org/10.1002/anie.202000307

Ejemplares similares

Asymmetric Brønsted acid-catalyzed aza-Diels–Alder reaction of cyclic C-acylimines with cyclopentadiene
por: Rueping, Magnus, et al.
Publicado: (2012)

Roles of Lewis Acid Catalysts in Diels‐Alder Reactions between Cyclopentadiene and Methyl Acrylate
por: Sakata, Ken, 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)

Diels–Alder reactions between cyclopentadiene analogs and benzoquinone in water and their application in the synthesis of polycyclic cage compounds
por: Shi, Yijun, et al.
Publicado: (2020)

Organocatalytic DYKAT of Si-Stereogenic Silanes
por: Zhou, Hui, et al.
Publicado: (2023)

Catalytic asymmetric oxa-Diels–Alder reaction of acroleins with simple alkenes
por: Zeng, Lei, et al.
Publicado: (2023)

Catalytic Asymmetric Spirocyclizing Diels–Alder Reactions of Enones: Stereoselective Total and Formal Syntheses of α-Chamigrene, β-Chamigrene, Laurencenone C, Colletoic Acid, and Omphalic Acid
por: Ghosh, Santanu, et al.
Publicado: (2022)

Catalytic asymmetric oxo-Diels–Alder reactions with chiral atropisomeric biphenyl diols
por: Yeung, Chi-Tung, et al.
Publicado: (2019)

A Catalytic Asymmetric Hydrolactonization
por: Maji, Rajat, et al.
Publicado: (2023)

Catalysis of a Diels–Alder Reaction between Azachalcones and Cyclopentadiene by a Recyclable Copper(II)-PEIP Metal-Organic Framework
por: Hadjikyprianou, Eleni, et al.
Publicado: (2023)

Understanding the Molecular Mechanism of Thermal and LA-Catalysed Diels–Alder Reactions between Cyclopentadiene and Isopropyl 3-Nitroprop-2-Enate
por: Dresler, Ewa, et al.
Publicado: (2023)

Catalytic asymmetric synthesis of cannabinoids and menthol from neral
por: Grimm, Joyce A. A., et al.
Publicado: (2023)

Diels–Alder reactions in confined spaces: the influence of catalyst structure and the nature of active sites for the retro-Diels–Alder reaction
por: Cantín, Ángel, et al.
Publicado: (2016)

Experimental and theoretical studies of Diels–Alder reaction between methyl (Z)-2-nitro-3-(4-nitrophenyl)-2-propenoate and cyclopentadiene
por: Jasiński, Radomir, et al.
Publicado: (2013)

Strong and Confined Acids Enable a Catalytic Asymmetric Nazarov Cyclization of Simple Divinyl Ketones
por: Ouyang, Jie, et al.
Publicado: (2019)

Additivity of Diene Substituent Gibbs Free Energy Contributions for Diels–Alder Reactions between Me(2)C=CMe(2) and Substituted Cyclopentadienes
por: Flemming, Austin S., et al.
Publicado: (2023)

Confinement-Controlled, Either syn- or anti-Selective Catalytic Asymmetric Mukaiyama Aldolizations of Propionaldehyde Enolsilanes
por: Amatov, Tynchtyk, et al.
Publicado: (2021)

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

Catalytic asymmetric multiple dearomatizations of phenols enabled by a cascade 1,8-addition and Diels–Alder reaction
por: Liu, Xihong, et al.
Publicado: (2019)

Catalytic Asymmetric Diels–Alder Reaction of 2′-Hydroxychalcone as a Dienophile with a VANOL-Borate Ester Complex
por: Li, Xia, et al.
Publicado: (2023)

Recyclable iron(ii) caffeine-derived ionic salt catalyst in the Diels–Alder reaction of cyclopentadiene and α,β-unsaturated N-acyl-oxazolidinones in dimethyl carbonate
por: Meng, Di, et al.
Publicado: (2019)

Organocatalytic Asymmetric Synthesis of Si-Stereogenic Silyl Ethers
por: Zhou, Hui, et al.
Publicado: (2022)

Asymmetric Catalytic Friedel–Crafts Reactions of Unactivated Arenes
por: Brunen, Sebastian, et al.
Publicado: (2023)

The hexadehydro-Diels–Alder reaction
por: Hoye, Thomas R., et al.
Publicado: (2012)

The pentadehydro-Diels–Alder reaction
por: Wang, Teng, et al.
Publicado: (2016)

An on‐surface Diels–Alder reaction
por: Castro‐Esteban, Jesús, et al.
Publicado: (2021)

Simple organocatalyst component system for asymmetric hetero Diels–Alder reaction of isatins with enones
por: Parasuraman, Perumalsamy, et al.
Publicado: (2020)

Unveiling the Delicate Balance of Steric and Dispersion Interactions in Organocatalysis Using High-Level Computational Methods
por: Yepes, Diana, et al.
Publicado: (2020)

Origin of asynchronicity in Diels–Alder reactions
por: Vermeeren, Pascal, et al.
Publicado: (2021)

Asymmetric aza-Diels-Alder reaction of Danishefsky's diene with imines in a chiral reaction medium
por: Pégot, Bruce, et al.
Publicado: (2006)

Organocatalytic asymmetric synthesis of P-stereogenic molecules
por: Liu, Junyang, et al.
Publicado: (2023)

Metal Stereogenicity in Asymmetric Transition Metal Catalysis
por: Steinlandt, Philipp S., et al.
Publicado: (2023)

Asymmetric Synthesis of S(IV) and S(VI) Stereogenic Centers
por: Zhang, Xin, et al.
Publicado: (2023)

On the Catalytic Effect of Water in the Intramolecular Diels–Alder Reaction of Quinone Systems: A Theoretical Study
por: Soto-Delgado, Jorge, et al.
Publicado: (2012)

Dual Activation of Aromatic Diels–Alder Reactions
por: Narsaria, Ayush K., et al.
Publicado: (2019)

Diels–Alder Reactions During the Biosynthesis of Sorbicillinoids
por: Kahlert, Lukas, et al.
Publicado: (2020)

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

The simplest Diels–Alder reactions are not endo-selective
por: Lording, William J., et al.
Publicado: (2020)

How Ionization Catalyzes Diels‐Alder Reactions
por: Vermeeren, Pascal, et al.
Publicado: (2022)

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

Cannot write session to /tmp/vufind_sessions/sess_q7akakejj6l8jp4h4m124i9sd4