Cargando…

A novel spirocyclic scaffold accessed via tandem Claisen rearrangement/intramolecular oxa-Michael addition

A straightforward access to novel spiro[benzofuran-2,3'-pyrrolidine]-2',5'-diones based on the Rh(2)(esp)(2)-catalyzed insertion of carbenes derived from diazo arylidene succinimides (DAS) into the O–H bond of phenols is described. The initial adducts underwent a thermally promoted Cl...

Descripción completa

Detalles Bibliográficos
Autores principales:	Vepreva, Anastasia, Yanovich, Alexander, Dar’in, Dmitry, Kantin, Grigory, Bunev, Alexander, Krasavin, Mikhail
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	Beilstein-Institut 2022
Materias:	Full Research Paper
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9749547/ https://www.ncbi.nlm.nih.gov/pubmed/36570564 http://dx.doi.org/10.3762/bjoc.18.177

Ejemplares similares

Unusual highly diastereoselective Rh(II)-catalyzed dimerization of 3-diazo-2-arylidenesuccinimides provides access to a new dibenzazulene scaffold
por: Vepreva, Anastasia, et al.
Publicado: (2022)

Facile and diastereoselective arylation of the privileged 1,4-dihydroisoquinolin-3(2H)-one scaffold
por: Dar’in, Dmitry, et al.
Publicado: (2022)

A novel bis-triazole scaffold accessed via two tandem [3 + 2] cycloaddition events including an uncatalyzed, room temperature azide–alkyne click reaction
por: Malkova, Ksenia, et al.
Publicado: (2022)

Diazocarbonyl and Related Compounds in the Synthesis of Azoles
por: Budeev, Anton, et al.
Publicado: (2021)

Metal-free alkene carbooxygenation following tandem intramolecular alkoxylation/Claisen rearrangement: stereocontrolled access to bridged [4.2.1] lactones
por: Li, Long, et al.
Publicado: (2019)

Oxa-spirocycles: synthesis, properties and applications
por: Fominova, Kateryna, et al.
Publicado: (2021)

Dicarboxylic Acid Monoesters in β- and δ-Lactam Synthesis
por: Ananeva, Anna, et al.
Publicado: (2022)

One-Pot Sequence of Staudinger/aza-Wittig/Castagnoli–Cushman Reactions Provides Facile Access to Novel Natural-like Polycyclic Ring Systems
por: Lebedev, Rodion, et al.
Publicado: (2022)

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

Claisen thermally rearranged (CTR) polymers
por: Tena, Alberto, et al.
Publicado: (2016)

Microwave Accelerated Aza-Claisen Rearrangement
por: Gajdošíková, Eva, et al.
Publicado: (2008)

Recent Developments in the Reformatsky-Claisen Rearrangement
por: Ishihara, Jun, et al.
Publicado: (2012)

Catalytic Enantioselective Intramolecular Oxa-Michael Reaction to α,β-Unsaturated Esters and Amides
por: Su, Guanglong, et al.
Publicado: (2023)

Spirocyclic Motifs in Natural Products
por: Chupakhin, Evgeny, et al.
Publicado: (2019)

Alkene Isomerization Revitalizes the Coates–Claisen Rearrangement
por: Massad, Itai, et al.
Publicado: (2021)

Tandem RCM–Claisen Rearrangement–[2+2] Cycloaddition of O,O'-(But-2-en-1,4-diyl)-bridged Binaphthols
por: Abraham, Michael, et al.
Publicado: (2012)

Synthetic Routes to Approved Drugs Containing a Spirocycle †
por: Moshnenko, Nazar, et al.
Publicado: (2023)

Rapid Synthesis of the epi-Biotin Sulfone via Tandem S,N-Carbonyl Migration/aza-Michael/Spirocyclization and Haller–Bauer Reaction
por: Chavan, Subhash P., et al.
Publicado: (2022)

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

Unusual mechanisms in Claisen rearrangements: an ionic fragmentation leading to a meta-selective rearrangement
por: Maryasin, Boris, et al.
Publicado: (2018)

A DFT Investigation of the Reactivity of Guanidinium Salts in Tandem aza-Michael Addition/Intramolecular Cyclization
por: Glasovac, Zoran, et al.
Publicado: (2023)

Stereoselective Synthesis of Quaternary Carbons via the Dianionic Ireland–Claisen Rearrangement
por: Crimmins, Michael T., et al.
Publicado: (2014)

Why do thioureas and squaramides slow down the Ireland–Claisen rearrangement?
por: Krištofíková, Dominika, et al.
Publicado: (2019)

Enantioselective para-Claisen Rearrangement for the Synthesis of Illicium-Derived Prenylated Phenylpropanoids
por: Homer, Joshua A., et al.
Publicado: (2021)

Base-Mediated Claisen Rearrangement of CF(3)-Containing Bisallyl Ethers
por: Hamada, Yoko, et al.
Publicado: (2021)

Construction of Dihydropyrido[2,3-d]pyrimidine Scaffolds via Aza-Claisen Rearrangement Catalyzed by N-Heterocyclic Carbenes
por: Dzieszkowski, Krzysztof, et al.
Publicado: (2020)

Oxa-Michael-initiated cascade reactions of levoglucosenone
por: Klepp, Julian, et al.
Publicado: (2022)

Exploration of Spirocyclic Derivatives of Ciprofloxacin as Antibacterial Agents
por: Lukin, Alexei, et al.
Publicado: (2022)

A Short Route to the Ester (±) HomoSarkomycin via Johnson-Claisen Rearrangement
por: Saied, M, et al.
Publicado: (2017)

Construction of the 1,2-Dialkenylcyclohexane Framework via Ireland-Claisen Rearrangement and Intramolecular Barbier Reaction: Application to the Synthesis of (±)-Geijerone and a Diastereoisomeric Mixture with Its 5-Epimer
por: Liang, Dawei, et al.
Publicado: (2014)

Synthesis of meta-Aminophenol Derivatives via Cu-Catalyzed [1,3]-Rearrangement—Oxa-Michael Addition Cascade Reactions
por: Nakamura, Itaru, et al.
Publicado: (2023)

Molecular design strategy of fluorogenic probes based on quantum chemical prediction of intramolecular spirocyclization
por: Tachibana, Ryo, et al.
Publicado: (2020)

Nucleophilic ortho-Allylation of Pyrroles and Pyrazoles: An Accelerated Pummerer/Thio-Claisen Rearrangement Sequence
por: Eberhart, Andrew J., et al.
Publicado: (2013)

A Wittig-olefination–Claisen-rearrangement approach to the 3-methylquinoline-4-carbaldehyde synthesis
por: Kulkarni, Mukund G, et al.
Publicado: (2012)

Synthesis of icariin from kaempferol through regioselective methylation and para-Claisen–Cope rearrangement
por: Mei, Qinggang, et al.
Publicado: (2015)

Control of an Unusual Photo-Claisen Rearrangement in Coumarin Caged Tamoxifen through an Extended Spacer
por: Wong, Pamela T., et al.
Publicado: (2017)

Unusual Calixarenes Incorporating Chromene and Benzofuran Moieties Obtained via Propargyl Claisen Rearrangement
por: Soriente, Annunziata, et al.
Publicado: (2021)

Directing the Stereoselectivity of the Claisen Rearrangement to Form Cyclic Ketones with Full Substitution at the α-Positions
por: Badmus, Fatimat O., et al.
Publicado: (2023)

Selective C‐7 Functionalization of Phenanthridines by Microwave‐Assisted Claisen Rearrangements of 8‐Allyloxyphenanthridines
por: Lepsøe, Mathias Ryslett, et al.
Publicado: (2023)

Synthesis and Antibacterial Evaluation of Ciprofloxacin Congeners with Spirocyclic Amine Periphery
por: Lukin, Alexei, et al.
Publicado: (2023)

Cannot write session to /tmp/vufind_sessions/sess_ob3g58afdriae45he97qsgbuho