Cargando…

Acyl Glycosides through Stereospecific Glycosyl Cross-Coupling: Rapid Access to C(sp(3))-Linked Glycomimetics

[Image: see text] Replacement of a glycosidic bond with hydrolytically stable C–C surrogates is an efficient strategy to access glycomimetics with improved physicochemical and pharmacological properties. We describe here a stereoretentive cross-coupling reaction of glycosyl stannanes with C(sp(2))-...

Descripción completa

Detalles Bibliográficos
Autores principales:	Zhu, Feng, Rodriguez, Jacob, O’Neill, Sloane, Walczak, Maciej A.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2018
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6311691/ https://www.ncbi.nlm.nih.gov/pubmed/30648149 http://dx.doi.org/10.1021/acscentsci.8b00628

Ejemplares similares

C-Linked Glycomimetic Libraries Accessed by the Passerini Reaction
por: Vlahoviček-Kahlina, Kristina, et al.
Publicado: (2019)

Self-promoted and stereospecific formation of N-glycosides
por: Nielsen, Michael Martin, et al.
Publicado: (2019)

Targeting Galectins With Glycomimetics
por: Bertuzzi, Sara, et al.
Publicado: (2020)

Photoinitiated Thiol‐ene Reactions of Enoses: A Powerful Tool for Stereoselective Synthesis of Glycomimetics with Challenging Glycosidic Linkages
por: Borbás, Anikó
Publicado: (2020)

Diversity-oriented synthesis of glycomimetics
por: Meanwell, Michael, et al.
Publicado: (2021)

Glycomimetic Peptides as Therapeutic Tools
por: Hoober, J. Kenneth, et al.
Publicado: (2023)

Glycomimetics for the inhibition and modulation of lectins
por: Leusmann, Steffen, et al.
Publicado: (2023)

Glycomimetics: Design, Synthesis, and Therapeutic Applications
por: Compain, Philippe
Publicado: (2018)

Strategies for the Development of Glycomimetic Drug Candidates
por: Hevey, Rachel
Publicado: (2019)

Glycosaminoglycans and Glycomimetics in the Central Nervous System
por: Rowlands, Dáire, et al.
Publicado: (2015)

From carbohydrate leads to glycomimetic drugs
por: Ernst, Beat, et al.
Publicado: (2009)

Making chiral molecular knots and links stereospecifically
por: Wu, Huang, et al.
Publicado: (2023)

Stereoselective Synthesis of Carbon-Sulfur-Bridged Glycomimetics by Photoinitiated Thiol-Ene Coupling Reactions
por: Csávás, Magdolna, et al.
Publicado: (2020)

Chiral Aniline Synthesis via Stereospecific C(sp(3))–C(sp(2)) Coupling of Boronic Esters with Aryl Hydrazines
por: Ganesh, Venkataraman, et al.
Publicado: (2018)

Bioisosteres of Carbohydrate Functional Groups in Glycomimetic Design
por: Hevey, Rachel
Publicado: (2019)

Drug Discovery Based on Fluorine-Containing Glycomimetics
por: Wei, Xingxing, et al.
Publicado: (2023)

Synthesis of C‐Oligosaccharides through Versatile C(sp(3))−H Glycosylation of Glycosides
por: Wu, Jun, et al.
Publicado: (2022)

DSD – An integrated, web-accessible database of Dehydrogenase Enzyme Stereospecificities
por: Toseland, Christopher P, et al.
Publicado: (2005)

Stereoselective Synthesis of Nojirimycin α-C-Glycosides from a Bicyclic Acyliminium Intermediate: A Convenient Entry to N,C-Biantennary Glycomimetics
por: Herrera-González, Irene, et al.
Publicado: (2022)

The enzymatic biosynthesis of acylated steroidal glycosides and their cytotoxic activity
por: Liu, Ming, et al.
Publicado: (2018)

Synthesis of C-acyl furanosides via the cross-coupling of glycosyl esters with carboxylic acids
por: Wei, Yongliang, et al.
Publicado: (2021)

Stereospecific Cross-Coupling Reactions of Aryl-Substituted Tetrahydrofurans, Tetrahydropyrans, and Lactones
por: Tollefson, Emily J., et al.
Publicado: (2014)

Stereospecific Ni-Catalyzed Cross-Coupling of Potassium Alkenyltrifluoroborates with Alkyl Halides
por: Molander, Gary A., et al.
Publicado: (2014)

Stereospecific Nickel-Catalyzed Cross-Coupling Reactions of Benzylic Ethers and Esters
por: Tollefson, Emily J., et al.
Publicado: (2015)

Novel Glycosylation by Amylosucrase to Produce Glycoside Anomers
por: Wu, Jiumn-Yih, et al.
Publicado: (2022)

Non‐Carbohydrate Glycomimetics as Inhibitors of Calcium(II)‐Binding Lectins
por: Kuhaudomlarp, Sakonwan, et al.
Publicado: (2021)

Heparan sulfate glycomimetics via iterative assembly of “clickable” disaccharides
por: Yang, Cangjie, et al.
Publicado: (2023)

Stereoselective alkyl C-glycosylation of glycosyl esters via anomeric C–O bond homolysis: efficient access to C-glycosyl amino acids and C-glycosyl peptides
por: Chen, Anrong, et al.
Publicado: (2023)

Structures of Some Novel α-Glucosyl Diterpene Glycosides from the Glycosylation of Steviol Glycosides
por: Prakash, Indra, et al.
Publicado: (2014)

Acylated flavonol glycosides from Tagetes minuta with antibacterial activity
por: Shahzadi, Irum, et al.
Publicado: (2015)

Protecting group free glycosylation: one-pot stereocontrolled access to 1,2-trans glycosides and (1→6)-linked disaccharides of 2-acetamido sugars
por: Qiu, Xin, et al.
Publicado: (2022)

Diabetic endothelial colony forming cells have the potential for restoration with glycomimetics
por: Langford-Smith, Alexander W. W., et al.
Publicado: (2019)

A Specific, Glycomimetic Langerin Ligand for Human Langerhans Cell Targeting
por: Wamhoff, Eike-Christian, et al.
Publicado: (2019)

Stereospecific Nickel-Catalyzed Cross-Electrophile Coupling Reaction of Alkyl Mesylates and Allylic Difluorides to Access Enantioenriched Vinyl Fluoride-Substituted Cyclopropanes
por: Lin, Patricia C., et al.
Publicado: (2023)

Stereoselective and Stereospecific Triflate‐Mediated Intramolecular Schmidt Reaction: Ready Access to Alkaloid Skeletons
por: Gnägi, Lars, et al.
Publicado: (2021)

Enzymatic synthesis using glycoside phosphorylases
por: O’Neill, Ellis C., et al.
Publicado: (2015)

Stereospecific Pd-Catalyzed Cross-Coupling Reactions of Secondary Alkylboron Nucleophiles and Aryl Chlorides
por: Li, Ling, et al.
Publicado: (2014)

Stereospecific Cross Couplings To Set Benzylic, All-Carbon Quaternary Stereocenters in High Enantiopurity
por: Zhou, Qi, et al.
Publicado: (2016)

An Acylated Kaempferol Glycoside from Flowers of Foeniculum vulgare and F. Dulce
por: Soliman, Fathy M., et al.
Publicado: (2002)

Two New Acylated Flavonol Glycosides from the Seeds of Lepidium sativum
por: Fan, Qing-Lu, et al.
Publicado: (2014)

Cannot write session to /tmp/vufind_sessions/sess_iaq27ik0ildrr6p1dhs6edvc53