Metal-Free Synthesis of Acyl Glycosides and Application to Oligosaccharide Synthesis.
Org Lett
; 24(49): 9028-9032, 2022 12 16.
Article
em En
| MEDLINE
| ID: mdl-36455214
ABSTRACT
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 O-glycosyl compounds. These acyl O-glycosyl compounds could react with thioglycoside acceptors to produce disaccharides; trisaccharides and tetrasaccharides could be synthesized by repeating this method.
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1
Base de dados:
MEDLINE
Assunto principal:
Tioglicosídeos
/
Iodo
Idioma:
En
Ano de publicação:
2022
Tipo de documento:
Article