Cargando…

Exploiting Continuous Processing for Challenging Diazo Transfer and Telescoped Copper-Catalyzed Asymmetric Transformations

[Image: see text] Generation and use of triflyl azide in flow enables efficient synthesis of a range of α-diazocarbonyl compounds, including α-diazoketones, α-diazoamides, and an α-diazosulfonyl ester, via both Regitz-type diazo transfer and deacylative/debenzoylative diazo-transfer processes with e...

Descripción completa

Detalles Bibliográficos
Autores principales:	Crowley, Daniel C., Brouder, Thomas A., Kearney, Aoife M., Lynch, Denis, Ford, Alan, Collins, Stuart G., Maguire, Anita R.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2021
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8524431/ https://www.ncbi.nlm.nih.gov/pubmed/34379975 http://dx.doi.org/10.1021/acs.joc.1c01310

Ejemplares similares

Generation of Tosyl Azide in Continuous Flow Using an Azide Resin, and Telescoping with Diazo Transfer and Rhodium Acetate-Catalyzed O–H Insertion
por: O’Mahony, Rosella M., et al.
Publicado: (2021)

Iodine-catalyzed diazo activation to access radical reactivity
por: Li, Pan, et al.
Publicado: (2018)

Dirhodium Carboxylate Catalysts from 2‐Fenchyloxy or 2‐Menthyloxy Arylacetic Acids: Enantioselective C−H Insertion, Aromatic Addition and Oxonium Ylide Formation/Rearrangement
por: Buckley, Aoife M., et al.
Publicado: (2021)

Copper-catalyzed condensation of imines and α-diazo-β-dicarbonyl compounds: modular and regiocontrolled synthesis of multisubstituted pyrroles
por: Tan, Wei Wen, et al.
Publicado: (2015)

Copper-Catalyzed Asymmetric Sulfonylative Desymmetrization of Glycerol
por: Yamamoto, Kosuke, et al.
Publicado: (2022)

Triarylborane‐Catalyzed Alkenylation Reactions of Aryl Esters with Diazo Compounds
por: Dasgupta, Ayan, et al.
Publicado: (2020)

Triarylborane Catalyzed Carbene Transfer Reactions Using Diazo Precursors
por: Dasgupta, Ayan, et al.
Publicado: (2021)

Recent Synthetic Advances on the Use of Diazo Compounds Catalyzed by Metalloporphyrins
por: Simões, Mário M. Q., et al.
Publicado: (2023)

Two Copper-Carbenes from One Diazo Compound
por: Álvarez, María, et al.
Publicado: (2021)

Recent advances in copper-catalyzed asymmetric coupling reactions
por: Zhou, Fengtao, et al.
Publicado: (2015)

Copper-catalyzed asymmetric methylation of fluoroalkylated pyruvates with dimethylzinc
por: Aikawa, Kohsuke, et al.
Publicado: (2018)

O-methyltransferase-like enzyme catalyzed diazo installation in polyketide biosynthesis
por: Zhao, Yuchun, et al.
Publicado: (2023)

Copper-catalyzed [3 + 1] cyclization of cyclopropenes/diazo compounds and bromodifluoroacetamides: facile synthesis of α,α-difluoro-β-lactam derivatives
por: Zhang, Mengru, et al.
Publicado: (2021)

Copper(I)-catalyzed asymmetric 1,6-conjugate allylation
por: Shi, Chang-Yun, et al.
Publicado: (2020)

Copper(I)-catalyzed asymmetric alkylation of α-imino-esters
por: Liu, Zong-Ci, et al.
Publicado: (2023)

α-Diazo-λ(3)-iodanes and α-diazo sulfonium salts: the umpolung of diazo compounds
por: Timmann, Sven, et al.
Publicado: (2023)

Asymmetric Copper Hydride-Catalyzed Markovnikov Hydrosilylation of Vinylarenes and Vinyl Heterocycles
por: Gribble, Michael W., et al.
Publicado: (2017)

Copper-Catalyzed Asymmetric Dearomative [3+2] Cycloaddition of Nitroheteroarenes with Azomethines
por: Chen, Yan, et al.
Publicado: (2023)

Z-Selective iridium-catalyzed cross-coupling of allylic carbonates and α-diazo esters
por: Thomas, Bryce N., et al.
Publicado: (2017)

Rh(III)-Catalyzed Annulation of Boc-Protected Benzamides with Diazo Compounds: Approach to Isocoumarins
por: Dong, Guangyu, et al.
Publicado: (2019)

Rapid Asymmetric Synthesis of Disubstituted Allenes by Coupling of Flow‐Generated Diazo Compounds and Propargylated Amines
por: Poh, Jian‐Siang, et al.
Publicado: (2017)

Copper-catalyzed asymmetric conjugate addition of organometallic reagents to extended Michael acceptors
por: Schmid, Thibault E, et al.
Publicado: (2015)

Copper‐Catalyzed Asymmetric Silylation of Propargyl Dichlorides: Access to Enantioenriched Functionalized Allenylsilanes
por: Liu, Zheng‐Li, et al.
Publicado: (2019)

Synthesis of Polycyclic Ring Systems Using Transition Metal Catalyzed Cyclizations of Diazo Alkynyl Ketones ‡
por: Padwa, Albert
Publicado: (2000)

Thermal Stability and Explosive Hazard Assessment of Diazo Compounds and Diazo Transfer Reagents
por: Green, Sebastian P., et al.
Publicado: (2019)

A Non-Diazo Approach to α-Oxo Gold Carbenes via Gold-Catalyzed Alkyne Oxidation
por: Zhang, Liming
Publicado: (2014)

Direct Synthesis of 5-Aryl Barbituric Acids by Rhodium(II)-Catalyzed Reactions of Arenes with Diazo Compounds**
por: Best, Daniel, et al.
Publicado: (2015)

Rh(II)-Catalyzed Si–H Insertion with Nosyl-hydrazone-Protected Aryl Donor Diazo Compounds
por: Abshire, Anthony, et al.
Publicado: (2023)

Lewis Acid Enabled Copper-Catalyzed Asymmetric Synthesis of Chiral β-Substituted Amides
por: Rodríguez-Fernández, Mamen, et al.
Publicado: (2017)

Copper-catalyzed asymmetric hydrogenation of 2-substituted ketones via dynamic kinetic resolution
por: Zatolochnaya, Olga V., et al.
Publicado: (2018)

Copper-catalyzed asymmetric cyclization of alkenyl diynes: method development and new mechanistic insights
por: Zhu, Xin-Qi, et al.
Publicado: (2021)

Stereoselective synthesis of C3-tetrasubstituted oxindoles via copper catalyzed asymmetric propargylation
por: Wang, Jiao-Mei, et al.
Publicado: (2022)

Copper-catalyzed asymmetric C(sp(3))-H cyanoalkylation of glycine derivatives and peptides
por: Qi, Rupeng, et al.
Publicado: (2023)

The Diazo-Reaction in Typhoid Fever
por: Friedenwald, Julius
Publicado: (1894)

Synthesis of cyclic chiral α-amino boronates by copper-catalyzed asymmetric dearomative borylation of indoles
por: Chen, Lili, et al.
Publicado: (2018)

Desymmetrization of meso-Dibromocycloalkenes through Copper(I)-Catalyzed Asymmetric Allylic Substitution with Organolithium Reagents
por: Goh, Shermin S., et al.
Publicado: (2018)

Asymmetric formal C–C bond insertion into aldehydes via copper-catalyzed diyne cyclization
por: Li, Cui-Ting, et al.
Publicado: (2023)

Development of a continuous process for α-thio-β-chloroacrylamide synthesis with enhanced control of a cascade transformation
por: Dennehy, Olga C, et al.
Publicado: (2016)

Fluorine in metal-catalyzed asymmetric transformations: the lightest halogen causing a massive effect
por: Lauzon, Samuel, et al.
Publicado: (2022)

Diazo compounds for the bioreversible esterification of proteins
por: McGrath, Nicholas A., et al.
Publicado: (2015)

Cannot write session to /tmp/vufind_sessions/sess_fgu8k0oc1hm0vppuqr6nf36d3o