Cargando…

Adaptation of a Small-Molecule Hydrogen-Bond Donor Catalyst to an Enantioselective Hetero-Diels–Alder Reaction Hypothesized for Brevianamide Biosynthesis

[Image: see text] Chiral diamine-derived hydrogen-bond donors were evaluated for their ability to effect stereocontrol in an intramolecular hetero-Diels–Alder (HDA) reaction hypothesized in the biosynthesis of brevianamides A and B. Collectively, these results provide proof of principle that small-m...

Descripción completa

Detalles Bibliográficos
Autores principales:	Sprague, Daniel J., Nugent, Benjamin M., Yoder, Ryan A., Vara, Brandon A., Johnston, Jeffrey N.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2015
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4339957/ https://www.ncbi.nlm.nih.gov/pubmed/25697748 http://dx.doi.org/10.1021/ol503626w

Ejemplares similares

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

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

Biosynthesis of Grandione: An Example of Tandem Hetero Diels-Alder/Retro-Claisen Rearrangement Reaction?
por: Quijano-Quiñones, Ramiro F., et al.
Publicado: (2018)

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

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

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

Hetero-Diels–Alder reactions of hetaryl and aryl thioketones with acetylenic dienophiles
por: Mlostoń, Grzegorz, et al.
Publicado: (2015)

Factors Controlling the Diels–Alder Reactivity of Hetero‐1,3‐Butadienes
por: Yu, Song, et al.
Publicado: (2018)

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

Stereo- and regioselectivity of the hetero-Diels–Alder reaction of nitroso derivatives with conjugated dienes
por: Brulíková, Lucie, et al.
Publicado: (2016)

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

Enantio- and Periselective Nitroalkene Diels-Alder Reactions Catalyzed by Helical-Chiral Hydrogen Bond Donor Catalysts
por: Peng, Zhili, et al.
Publicado: (2013)

Hetero-Diels-Alder Reactions of In Situ-Generated Azoalkenes with Thioketones; Experimental and Theoretical Studies †
por: Mlostoń, Grzegorz, 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)

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)

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)

Unified total synthesis of the brevianamide alkaloids enabled by chemical investigations into their biosynthesis
por: Godfrey, Robert C., et al.
Publicado: (2021)

Design and Synthesis of a Ferrocene‐Based Diol Library and Application in the Hetero‐Diels‐Alder Reaction
por: Cunningham, Laura, et al.
Publicado: (2022)

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

Orthogonal Catalysis for an Enantioselective Domino Inverse‐Electron Demand Diels−Alder/Substitution Reaction
por: Beeck, Sebastian, et al.
Publicado: (2021)

Unusual KIE and dynamics effects in the Fe-catalyzed hetero-Diels-Alder reaction of unactivated aldehydes and dienes
por: Yang, Yuhong, et al.
Publicado: (2020)

Convenient Synthesis of Functionalized Unsymmetrical Vinyl Disulfides and Their Inverse Electron-Demand Hetero-Diels-Alder Reaction †
por: Jędrzejewski, Bartosz, et al.
Publicado: (2021)

A Simple Entry to the 5,8-Disubstituted Indolizidine Skeleton via Hetero Diels-Alder Reaction
por: Rodríguez-Caro, Juan Francisco, et al.
Publicado: (2023)

Hetero-Diels–Alder Reaction between Singlet Oxygen and Anthracene Drives Integrative Cage Self-Sorting
por: Yang, Yuchong, et al.
Publicado: (2023)

Recent Advances in Inverse-Electron-Demand Hetero-Diels–Alder Reactions of 1-Oxa-1,3-Butadienes
por: Pałasz, Aleksandra
Publicado: (2016)

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)

Author Correction: A Cu(II)–ATP complex efficiently catalyses enantioselective Diels–Alder reactions
por: Wang, Changhao, et al.
Publicado: (2022)

Bifunctional Hydrogen Bond Donor‐Catalyzed Diels–Alder Reactions: Origin of Stereoselectivity and Rate Enhancement
por: Vermeeren, Pascal, et al.
Publicado: (2021)

C—C bond formation in the intramolecular Diels-Alder reaction of triene amides
por: Benallou, Abdelilah, et al.
Publicado: (2018)

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

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

A chiral cobalt(ii) complex catalyzed enantioselective aza-Piancatelli rearrangement/Diels–Alder cascade reaction
por: Shen, Bin, et al.
Publicado: (2020)

Construction of polycyclic structures with vicinal all-carbon quaternary stereocenters via an enantioselective photoenolization/Diels–Alder reaction
por: Hou, Min, et al.
Publicado: (2021)

Diastereo‐ and Enantioselective Inverse‐Electron‐Demand Diels–Alder Cycloaddition between 2‐Pyrones and Acyclic Enol Ethers
por: Huang, Guanghao, et al.
Publicado: (2022)

Roles of Lewis Acid Catalysts in Diels‐Alder Reactions between Cyclopentadiene and Methyl Acrylate
por: Sakata, Ken, et al.
Publicado: (2020)

Hetero Diels–Alder Reactions with a Dicationic Urea Azine Derived Azo Dienophile and Their Use for the Synthesis of an Electron‐Rich Pentacene
por: Werr, Marco, et al.
Publicado: (2020)

The [4+2]‐Cycloaddition of α‐Nitrosoalkenes with Thiochalcones as a Prototype of Periselective Hetero‐Diels–Alder Reactions—Experimental and Computational Studies
por: Mlostoń, Grzegorz, et al.
Publicado: (2019)

Cannot write session to /tmp/vufind_sessions/sess_183ctgq2cqcuatomq9idiu8vjs