Regioselective Manipulation of GlcNAc Provides Allosamine, Lividosamine, and Related Compounds

[Image: see text] Palladium-catalyzed oxidation of isopropyl N-acetyl-α-d-glucosamine (GlcNAc) is used to prepare the rare sugars allosamine, lividosamine, and related compounds with unprecedented selectivity. The Passerini reaction applied on 3-keto-GlcNAc provides an entry into branching of the ca...

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Detalles Bibliográficos
Autores principales: Zhang, Ji, Eisink, Niek N. H. M., Witte, Martin D., Minnaard, Adriaan J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6343366/
https://www.ncbi.nlm.nih.gov/pubmed/30569712
http://dx.doi.org/10.1021/acs.joc.8b01949
Descripción
Sumario:[Image: see text] Palladium-catalyzed oxidation of isopropyl N-acetyl-α-d-glucosamine (GlcNAc) is used to prepare the rare sugars allosamine, lividosamine, and related compounds with unprecedented selectivity. The Passerini reaction applied on 3-keto-GlcNAc provides an entry into branching of the carbon skeleton in this compound.

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