Metal-Free Synthesis of Acyl Glycosides and Application to Oligosaccharide Synthesis.

Glycosides / chemistry Thioglycosides / chemistry Trisaccharides Oligosaccharides / chemistry Carboxylic Acids / chemistry Iodine

Journal

Organic letters
ISSN: 1523-7052
Titre abrégé: Org Lett
Pays: United States
ID NLM: 100890393

Informations de publication

Date de publication:
16 12 2022
Historique:
pubmed: 2 12 2022
medline: 20 12 2022
entrez: 1 12 2022
Statut: ppublish

Résumé

Oligosaccharides are involved in numerous biological processes. Achieving optimal anomeric selectivity and regioselectivity remains challenging. Herein, we present a method for the oxidative glycosylation of thioglycosides with hypervalent iodine reagents derived from carboxylic acid to form C-O bonds. The reaction of thioglycosides with various hypervalent iodine carboxylates afforded acyl

Identifiants

DOI: 10.1021/acs.orglett.2c03661 PMID: 36455214
pubmed: 36455214
doi: 10.1021/acs.orglett.2c03661
doi:

Substances chimiques

Glycosides 0
Thioglycosides 0
Trisaccharides 0
Oligosaccharides 0
Carboxylic Acids 0
Iodine 9679TC07X4

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

9028-9032

Auteurs

Koji Morimoto (K)

College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525-8577, Japan.
Research Organization of Science and Technology, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525-8577, Japan.
ORCID: 0000-0001-5019-5158

Kana Yanase (K)

College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525-8577, Japan.

Tetsuya Kajimoto (T)

College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525-8577, Japan.
Research Organization of Science and Technology, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525-8577, Japan.

Yasuyuki Kita (Y)

Research Organization of Science and Technology, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu, Shiga 525-8577, Japan.
ORCID: 0000-0002-2482-0551

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Classifications MeSH

questionsmedicales.fr › Glucides › Hétérosides › Metal-Free Synthesis of Acyl Glycosides and...
questionsmedicales.fr › Glucides › Hétérosides › Thioglycosides › Metal-Free Synthesis of Acyl Glycosides and...
questionsmedicales.fr › Glucides › Polyosides › Oligosaccharides › Triholosides › Metal-Free Synthesis of Acyl Glycosides and...
questionsmedicales.fr › Glucides › Polyosides › Oligosaccharides › Metal-Free Synthesis of Acyl Glycosides and...
questionsmedicales.fr › Composés chimiques organiques › Acides carboxyliques › Metal-Free Synthesis of Acyl Glycosides and...
questionsmedicales.fr › Produits chimiques inorganiques › Éléments › Halogènes › Iode › Metal-Free Synthesis of Acyl Glycosides and...